Water → HCID 21567574, compound

Participants

Reaction Steps

To a stirred solution of 5.6 grams (0.07 moles) of 50% sodium hydroxide in 20 ml of methanol was added 11.25 grams (0.05 moles) of ethyl 3-t-butylazo-3-cyanobutyrate (from Example XXVI). The reaction mixture was stirred for 1 hour at room temperature, poured into 100 ml of water and extracted with 50 ml of pentane to remove any unsaponified ester. The aqueous layer was separated, acidified with HCl to a pH of 1. A solid formed which was filtered off, washed with water and pentane and air dried. The solid weighed 6.0 grams. The infrared spectrum of a nujol mull of the solid was in agreement with the structure of 3-t-butylazo-3-cyanobutyric acid. The melting point was 136°-145°C (dec.).

Provenance & Evidence