4-Chlorobenzoic Acid → Diisopropyl Ether

Participants

Reaction Steps

N-[(1RS, 2RS)-2,3-Dihydroxy-1-phenylpropyl]-4-chlorobenzamide may be prepared in the following manner: working as in Example 8 for the preparation of N-[(1RS, 2RS)-2,3-dihydroxy-1-phenylpropyl]-2-indolecarboxamide, but starting with 4-chlorobenzoic acid (2.57 g), oxalyl dichloride (1.55 cc), (2RS, 3RS)-3-amino-3-phenyl-1,2-propanediol (2.5 g) and triethylamine (8.3 cc), and after the precipitate is washed with distilled water and then with diisopropyl ether, N-[(1RS, 2RS)-2,3-dihydroxy-1-phenylpropyl]-4-chloro-benzamide (3.2 g), m.p. 142° C., is obtained.

Provenance & Evidence