Hydrochloric Acid → HCID 21556219, compound

Participants

Reaction Conditions

Reaction Steps

To 29.4 g. (0.1 moles) of benzyl 2'-amino-4-biphenylylglycolate in 35 ml. of 28% hydrochloric acid and 100 ml. of cracked ice to maintain the temperature at 0°C is added a solution of 7.1 g (0.102 moles) of sodium nitrite in 20 ml. of water. The reaction mixture is then neutralized with sodium carbonate. This diazonium mixture is added to a cuprous cyanide solution (prepared from 31.5 g. of copper sulfate and 16.2 of sodium cyanide in 75 ml. of water). 250 ml. of toluene is also added and the mixture is stirred for 1/2 hour. The reaction is then allowed to stir an additional 2 hours while warming gradually to 50°C. This is then cooled and the toluene separated, dried over sodium sulfate and evaporated to dryness to obtain benzyl 2'-cyano-4-biphenylylglycolate.

Provenance & Evidence