Following is a synthesis for albuterol (Proventil), currently one of the most widely used inhalation bronchodilators. CH,0 CH, Но CHO Но- -CHO -СНО NaOH CH,S-CH, DMSO, NaH Но- 4-Hydroxybenzaldehyde A B NH NH Но OH OH Но C D Albuterol

Following is a synthesis for albuterol (Proventil), currently one of the most widely used inhalation bronchodilators. CH,0 CH, Но CHO Но- -CHO -СНО NaOH CH,S-CH, DMSO, NaH Но- 4-Hydroxybenzaldehyde A B NH NH Но OH OH Но C D Albuterol

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 26MP: Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium...

See similar textbooks

Related questions

Q: Which compound is the major product of the reaction below? NH2 NH2 HN HN-O N(C2H5 )3 (A) (B) (C) (D)…

Q: What is the expected major product for the following reaction sequence? CH3 1. BD THF 2. H,O,NAOH OH…

A: Hydroboration–oxidation reaction: Alkene gives an electrophilic addition reaction with borane.…

Q: 2) Write the major products A- P for each of the following reactions. CH,CH,I H Li/ NH3 -78°C NANH2…

Q: Starting from nitrobenzene as a starting matenial, the following reaction schemes will lead to the…

Q: 9. Which below is the keto form? Which below is the enol form? OH OH OH I II III IV

A: keto and enol form refers to a chemical equilibrium between the keto (carbonyl structure containing…

Q: 15. provide the missing reagents for the following reaction

A: The Grignard reaction: Alkyl, vinyl, or aryl-magnesium halides ( RMgBr) is called as Grignard…

Q: Propose an efficient synthesis for the following transformation. - li میار Br OH The transformation…

Q: What reagents are needed to accomplish the following transformation? CH3 O 1- Hg(OAc)2, H₂O 2-…

A: When an alkene undergoes hydroboration Oxidation Reaction, then an alcohol is formed according to…

Q: The reaction of an alkene with diazomethane forms a cyclopropane ring. Propose a mechanism for the…

A: Please go through the below pic for the reaction mechanism.

Q: 4. Complete the following reaction. reagent X HCN а) A в reagent Y b) OH

A: PCC oxidizes primary alcohol to aldehyde Grignard reagent converts ketone to tertiary alcohol HCN…

Q: Question attached

A: Alkenes are the organic compounds which contain one or more double bonds. On the reaction of alkenes…

Q: The product for the following reaction is CHO HOʻHN Br но H NH NOH ENOH Br Br Br NH A Select one:

A: The question is based on the concept of organic reaction. it is a type of nucleophilic addition…

Q: Propose a mechanism for conversion of 4-hydroxybenzaldehyde to A.

A: In case C- alkylation takes place .

Q: Consider the following reagents. A) H30* B) OH- C) CO2 D) Mg/THF E) KCN F) SOCI2 G) NABH4 H) LAH I)…

A: In the field of organic chemistry, Grignard reagents are particularly valuable organometallic…

Q: What is a major product produced (B) in the following sequence of reactions? A A В В C C D D E E он…

A: Acidified K2Cr2O7 is a strong oxidant which oxidises primary and secondary alcohols into carboxylic…

Q: Complete the following reactions: a. 2CH;CH,CH,SH + Hg²* → b. 2CH;CH,CH,-SH + (0)→ S-S-CH, + 2(H) C.

A: Answer Complete the the given following reaction

Q: 8-6 Propose a mechanism for the following reaction. 0 CH3 CH3 H,C- CH3 HC PME, (2 equiv.) H,C "CH3…

A: There are different type of reaction in case of organometallic chemistry that are: (1) Oxidative…

Q: 3. Choose the appropriate reagent OH HO a. NaCN, then CO2 b. LIAIH4, then CO2 c. NACN, then H2O in…

Q: Hydrolysis of an ester produced the two organic products shown. What is the structure of the…

A: Esters hydrolyse in acidic media to form alcohol and acid while in alkaline media to form alcohol…

Q: 44. Provide the necessary reagents next ta the arrows. H'os CH;CH, CH, Br NH, BICHCH HOCHCH, ÇOOH…

A: This flow chart involves many aromatic reactions like Halogenation of benzene Nitration of benzene…

Q: 10. Complete the following substitution or elimination reactions: CH3 Br + CH3 CHz O Na* -> CHz Cl +…

A: Given reactions are : The substitution or elimination products = ?

Q: What is the major product of the following reaction? 1) BH3/ THF -CH3 2) H2O2 / OH Select one: CH3…

A: BH3|THFH2O2|OH- is a reagent for hydroboration oxidation reaction. it is a anti-markonicove…

Q: (c)- Complete the following reactions : HNO3/(CH3CO)20 A + B Major Minor (i) Ph-N N CI (ü) NaOH -N-…

A: The above reactions are heterocyclic reaction.

Q: b- find A and B form the following :- ALO 1) cyclohexanol- A 250 °C r H₂ Pd Li Cu 3) 2-chloro…

A: The given questions are general organic reactions. The desired products are given below.

Q: 7. Draw the intermediate and final product formed in the following reaction sequence. MgBr -c-c H…

A: Please find your solution below : 7. Epoxides also known as cyclic ethers on reaction with ethanol…

Q: (a-b) (c-d) (e-f) (g-h) Î Predict the product or provide reagents needed to complete each…

A: Phthalic acid when heated releases H2O to form phthalic anhydride.

Q: Which is the main product of the following reaction? CH3 CH3 NaOMe Меон Br CH2OH H CH3 HOCH2-Č c=CH2…

Q: 3-Pentanol KMnOw/A Propionic Acid 2) H ) )H.HS(CH)SH Cyclopentanone 2) Rancy Ni b(cat), H*…

Q: What is the final product of the following sequence of reactions? 1) A diethyl ether 2) H30* PB13 Mg…

Q: CH;CH, -Č-OH + KOH KOH What is a major product of the reaction above? OH CH,CH, C-OH CH;CH, C=0…

Q: Et,CuLi then H30+ Et "Ме HO Et Et O Et Me Et Me A В Et Ме Et Me Et D O= O=

A: Given Reactant = Alpha beta unsaturated ketone Reagent = Et2CuLi Product = ?

Q: Reagents a. C6H5CHO b. NaOH, ethanol c. Pyrrolidine, cat. H* j. d. H2C=CHCN e. H30* f. LDA h.…

A: Michael addition : carbanion addition at beta position of α,β-unsaturated carboxylic acid…

Q: 21) What is the major product of the reaction shown below? Нас— сна—сн—CH Н.о Он Нас— сH2-с-CH2 OH…

Q: Which of the following reactions will yield the product shown? HI OH OsO4 1. HO,. 1 03 CHO 2 Zn CHO…

A: Reaction 1: This reaction (addition of halogen halide to alkene) is an electrophilic addition…

Q: Why is it necessary to incorporate the benzyl group on the chloroamine used to convert B to C?

Q: b- find A and B form the following:- ALO 1) cyclohexanol- А 250 °C B₂ Pd Li Cu A+ B- 3) 2-chloro…

Q: Complete the following reactions: a. H. Mg H20 H3C-C-I Et,0 CH3 b. H3C KCN CI H3C C. CH,O Na…

A: Alkylhalide reacts with Mg metal to produce Grignard reagent which after reaction with water gives…

Q: What is major product of following sequence of reactions ? H30* HC=C Na H30" 4-bromo-2-butanone +…

A: The above reaction is a three step reaction and each step is being explained one by one with…

Q: Which reagent would achleve the following transformation? H3C H. H. ?? CH3 CH3 a) NaOH then H20 b)…

Q: Which reagents are required for the reaction shown below? ? O CH2l2, Zn(Cu) O CHCI, KOH O 1. Cl2,…

A: In this reaction a cyclic alkene is convert to bi-cyclo compound. This reaction is specifically…

Q: Which of the following is a major product of the reaction sequence below? Br. (1) HNO3/H,SO, NO2 Br…

Q: Which reagent(s) below would convert 2-methyl-2-pentene to 2-methyl-2-pentanol (shown below)? CH3…

Q: Projvide the reagent(s) needed to accomplish the following transformations. Some conversions may…

A: Applying concept of organic synthesis and reagent.

Q: Methamphetamine can exist in two possible forms, shown below: Mr. Mema is trying to convert…

A: A contains nitrogen atom with l.p. on it. Hence, it is basic in nature. B is a salt. We know that…

Q: 1 Predict the product for the following transformation. Br 1. Me-PPH3 n-BuLi, THF 2. cat. Cp2La(NM…

A: These are the examples of imination of alkene and Haffman elimination

Q: a) Complete the following reactions: (i) H;C-C-Ci + H2O A + B HO H;C. CH3 SOCI, + D + so, (iii) H;O*…

A: Introduction : We have to make the products for the following. As per company norms we can not…

Q: 7. Propose an efficient synthesis for the following transformations: OH CN но HO + En (b) он SH SH…

A: The organic compounds that contain a double bond between two carbon atoms are classified as alkenes.…

Q: What is the expected major product for the following reaction sequence? CH3 Br/H,0 Br OH OH Br CH3…

A: The major product can be determined by drawing it's mechanism

Q: Pt + H2 он CH;CHCH, CH; What starting reactant is necessary to complete the reaction above? 2CH;C-H…

A: Hydrogenation Reaction is the reaction of unsaturated compound with gaseous hydrogen to form…

Q: What would be the answer?

A: Thiols react with heavy metals to form insoluble compounds.

Concept explainers

Designing a Synthesis

Organic synthesis is a branch of chemical synthesis that involves the planned construction of organic compounds/molecules from smaller units that possess functional groups. Friedrich Wöhler was the first scientist who designed the synthesis of an organic compound, urea from inorganic starting materials silver cyanate with ammonium chloride via a simple, one-step synthesis.

Question

Propose a mechanism for the conversion of B to C. Hint: Think of trimethylsulfonium iodide as producing a sulfur equivalent of a Wittig reagent.

Following is a synthesis for albuterol (Proventil), currently one of the most widely used
inhalation bronchodilators.
CH,0
CH,
Но
CHO
Но-
-CHO
-СНО
NaOH
CH,S-CH,
DMSO, NaH
Но-
4-Hydroxybenzaldehyde
A
B
NH
NH
Но
OH
OH
Но
C
D
Albuterol

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

Step 2

Step 3

Step 4

Step 5

Step 6

Step 7

Step 8

Step 9

Trending now

This is a popular solution!

Step by step

Solved in 9 steps with 9 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

Complete the following reactions by filling in any missing reactants, reagents or products. a) Zn(Hg) conc. HCl b) ОН ? с) ОН РСС CH,Cl,
What reaction took place in the reaction below? CHẠCH, CH; CH,(CH),CH; CH{CH,),C-OCH; CHẠCH)A CH; CHỊCHCo H0 НОСН CH/CH),CH, CH, (CH),C-C HOCH, HH O reduction (hydrogenation) O amide synthesis O acetal hydrolysis O ester synthesis O acid base O dehydration O thioester synthesis O phosphate ester synthesis O hydration O ester hydrolysis O amide hydrolysis O oxidation O acetal synthesis
One of the products produced when is treated CH;CH, CH,-Č-NHCH; with NaOH is O CH3-NH2 O CH3-CH2-CH2-NH2 CH3-NH3*CI" CH;-CH, -C-NH,
When butanal (shown below) is treated with NaOH in ethanol, which of the following is produced? он CH;CH,CH,CH=CCH,CHO CH;CH2CH,CHÇHCH,CHO CH3 OH OH CH3CH2CH2CHCHCH,CH3 CH;CH,CH,CHCH,CH,CH,CHO ČHO
What is the product of the following reaction sequence? II CH;CH2CCH; Но* Mg CH;CH2CH2B O 3-methyl-3-hexanol O 2-methyl-3-hexanol 3-ethyl-2-pentanol 2-heptanol
The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold Helminthosporium sativum, involves the following base treatment of a keto tosylate. What kind of reaction is occurring? How would you complete the synthesis?
Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.
Which alcohol will form the most stable carbocation? CH3 a) CH;CHCH,OH CH3 b) CH—сон CH3 c) - OH d) CH;OH O a O b O d Organic compounds that contain terminal carbonyl group. ketone aldehyde ether alcohol
Name the following organic compound: CH3 S CH CH3 CH 0 CH, CH, 3-methylsulfide-2-ethoxy butane 2-ethoxy-3-methylthio butane O 3-ethoxy-2-methylthio butane O 2-methylsulfide-3-ethoxy butane O 2-ethoxy-3-methylsulfide butane
Draw the structure of the products formed in the following reactions. a) CN H,0, H* CH3 он b) H3C- -CI + CH3 c) CH3 KMNO4, A, H,O" CH3 d) Br Mg, éther CO, H*
What is the organic product formed in the following reaction? C6H5-CH=CH-C-C6H5 ÷ (CH3CH2)2NH O C6H-CH-CH-C-C6H5 (CH3CH2)2N || III CH-CH, CH- (CH3CH2)2N -CH OH IV O-N(CH2CH3)2 C6H3-CH=CH-C-CH¸ CH-CH=CH-C-CHS (CH3CH₁₂N Select one: A. IV B. II OC. III D. I F1 10: - F2 80 F3 000 000 FA
Which of the following is an acetal? H3C H;C но CH3 CH3 H3C- H3C H3C H3C OH А C A and C B and D A O A, B, and D D B.