Sodium Hydroxide → HCID 70575775, compound

Participants

Reaction Steps

1-(4-Ethoxycarbonylbenzyl)-3-(1-imidazolylmethyl)indole (1.53 g) was dissolved in ethanol (25 ml) and a solution of sodium hydroxide (0.2 g) in water (5 ml) was added. The solution was heated under reflux for 2 hours and then evaporated. The residue was taken up in water and the solution was just acidified with acetic acid. A gummy precipitate was formed which solidified on scratching. The solid was filtered off, washed with water and crystallised from ethanol to give 1-(4-carboxybenzyl)-3-(1-imidazolylmethyl)indole (0.76 g), m.p. 234°-235° C. Found: C, 72.32; H, 4.96; N, 12.67. C20H17N3O2 requires: C, 72.49; H, 5.17; N, 12.68.

Provenance & Evidence