Fundamentals of Medicinal Chemistry

(ii)

O

+

+ CH 3 COCl

O

PBr 3

Reduction

Friedel

Crafts

COOH Br

CN

FGI FGI

FGI

H 2 O KCN

OH

+

COCl

Friedel Crafts

+ -

Benzene

Chapter 11

(1) (a) See Section 11.1. (b) List is the activities given in Figure 11.1.

(2) (a) See Section 11.5. (b) See section 11.2.2 and Equation (11.1) for a definition. (c)

See Section 11.2.3. (d) See section 11.5. (e) See section 11.3.

(3) See Section 11.2 and 11.4.

(4) Use the route given in Figure 11.5. Use dimethoxypropane to form the dioxan ring

(see the corresponding stage in Figure 11.4).

(5) (a) See Section 11.3. (b) See Section 11.3.

(6) See Section 11.7.

ANSWERS TO QUESTIONS 271