Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 23, Problem 25P
Interpretation Introduction
Interpretation:
The missing reagents and the structure of compound A in the synthesis of tamoxifen are to be determined.
Concept introduction:
The grignard reagent is prepared by the reaction of alkyl or aryl bromide with magnesium metal in the presence of ether.
The reaction of the grignard reagent with an
Oxidation reaction involves an increase in the
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Tamoxifen is an estrogen receptor modulator that is used in the treatment of breast cancer. Provide the missing reagents and the structure of compound A in the synthesis of tamoxifen.
Following are structural formulas for amphetamine and methamphetamine.
H
NH,
CH3
(a)
(b)
Amphetamine
(racemic)
Methamphetamine
(racemic)
The major central nervous system effects of amphetamine and amphetamine-like
drugs are locomotor stimulation, euphoria and excitement, stereotyped behavior, and
anorexia. Show how each drug can be synthesized by reductive amination of an ap-
propriate aldehyde or ketone and amine.
The following intermediate was needed for the synthesis of tamoxifen, a widely used
antiestrogen drug for treating estrogen-dependent cancers such as breast and ovarian
cancer.
Needed for the
(A)
synthesis of tamoxifen
Propose a synthesis for this intermediate from compound A.
Chapter 23 Solutions
Organic Chemistry - Standalone book
Ch. 23.1 - Prob. 1PCh. 23.3 - Problem 23.2 One of the hydroxybenzoic acids is...Ch. 23.4 - Prob. 3PCh. 23.5 - Prob. 4PCh. 23.6 - Problem 23.5 The compound shown was required for...Ch. 23.8 - Prob. 6PCh. 23.8 - Prob. 7PCh. 23.9 - Prob. 8PCh. 23.9 - Prob. 9PCh. 23.10 - Prob. 10P
Ch. 23.12 - Prob. 11PCh. 23 - The IUPAC rules permit the use of common names for...Ch. 23 - Prob. 13PCh. 23 - Prob. 14PCh. 23 - Prob. 15PCh. 23 - Prob. 16PCh. 23 - Prob. 17PCh. 23 - Prob. 18PCh. 23 - Prob. 19PCh. 23 - Prob. 20PCh. 23 - Prob. 21PCh. 23 - Prob. 22PCh. 23 - Prob. 23PCh. 23 - Prob. 24PCh. 23 - Prob. 25PCh. 23 - Prob. 26PCh. 23 - Choose the reaction in each of the following pairs...Ch. 23 - Pentafluorophenol is readily prepared by heating...Ch. 23 - Prob. 29PCh. 23 - Treatment of p-hydroxybenzoic acid with aqueous...Ch. 23 - Prob. 31PCh. 23 - Prob. 32PCh. 23 - Treatment of 2,4,6-tri-tert-butylphenol with...Ch. 23 - Prob. 34PCh. 23 - Prob. 35PCh. 23 - Prob. 36DSPCh. 23 - Prob. 37DSPCh. 23 - Prob. 38DSPCh. 23 - Prob. 39DSP
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