Br COзн Et,N DBU CH;SO2 phenylacetic acid CH;SO2 х rofecoxib

Devise a stepwise mechanism for the following reaction, a key step in the synthesis of the antibiotic abyssomicin C. Abyssomicin C was isolated from sediment collected from almost 1000 ft below the surface in the Sea of Japan.

Explain why the acetylation requires one mole of acetic anhydride per mole of aniline, though acetic anhydride contains two acetyl groups. How is the by-product containing the second acetyl group removed from acetanilide?

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.

Show how to synthesize the following amines from the indicated starting materials byreductive amination.(a) benzylmethylamine from benzaldehyde

18.26 Synthesize each of the following compounds from diethyl malonate or ethyl acetoacetate and any other organic and inorganic reagents. (a) (c) (e) OH (b) OH (d) (f)

Draw the products of the acetone + LDA/THF: (1) slow addition of ethyl acetate; (2) HCl

What is the relationship between benzophenone and benzhydrol. Looking at their NMR, what changes would happen to benzophenone to benzhydrol?

Which ppm value on the 1H NMR of vanillin corresponds to the methoxy group?     3.96 ppm (singlet, 3H)     6.30 ppm (singlet, 1H)     7.04 ppm (doublet, 1H)     7.43-7.41 ppm (multiplet, 2H)     9.82 ppm (broad, singlet, 1H)

Explain why an optically active solution of (R)-α-methylbutyrophenone loses its optical activity when dilute acid is added to the solution.