Ethyl benzoate → Benzoic Acid

Participants

Reaction Steps

A suspension of 4-(7-methyl-2,4-bis-pyrrolidin-1-yl-7H-pyrrolo 2,3-d!pyrimidin-6-yl)benzoic acid ethyl ester (EXAMPLE 180, 2.04 g) in ethanol (95%, 80 ml) is treated with 240 ml of a 0.1N aqueous mixture of potassium hydroxide. The mixture is heated at reflux for two days and then partially concentrated under reduced pressure. The resulting mixture is poured onto 300 ml of 5% aqueous hydrochloric acid and extracted with 5 portions of chloroform. The combined organics are dried and concentrated, the concentrate is chromatographed over silica gel, eluting with methanol/chloroform/acetic acid (5/94/1) to give the title compound, mp 290°-295°.

Provenance & Evidence