Acetonitrile → Phenylglyoxylonitrile

Temperature

112 °C

There were present in a reaction vessel provided with a reflux condenser a mixture of 141 grams (1.0 mole) of benzoyl chloride and 25 ml of acetonitrile and the mixture was heated to 112° C. Then there were added in the course of 60 minutes a suspension of 9 grams of copper (I) cyanide (0.1 mole) and 44 grams of sodium cyanide (1.1 mole) in 79 ml of xylene. The sodium cyanide had 13% with a particle size below 0.1 mm, 41% with a particle size between 0.1 and 0.2 mm, 23% with a particle size between 0.2 and 0.4 mm and 23% with a particle size between 0.4 and 0.8 mm. The temperature of the mixture increased slowly to 128° C. during the addition of the suspension. Then the mixture was held at this temperature for a further 90 minutes and subsequently cooled to 18° C. The salt, chiefly sodium chloride, which separated was filtered off and washed with 25 ml xylene. The filtrate was distilled under reduced pressure. There were obtained 121 grams of pure benzoyl cyanide, corresponding to a yield of 93% based on the benzoyl chloride added. The benzoyl cyanide contained no benzoyl chloride. It had a boiling point of 115° to 117° C. at 45 mbar.

1. customThere were present in a reaction vessel
2. customprovided with a reflux condenser
3. additionThen there were added in the course of 60 minutes
4. temperatureThe temperature of the mixture increased slowly to 128° C. during the addition of the suspension
5. temperaturesubsequently cooled to 18° C
6. customThe salt, chiefly sodium chloride, which separated
7. filtrationwas filtered off
8. washwashed with 25 ml xylene
9. distillationThe filtrate was distilled under reduced pressure

ORD record

ord-e5f952cd997b403e97997061d8db458d

Source dataset

uspto-grants-1980_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04209461