Water → HCID 20278119, compound

Participants

Reaction Conditions

Reaction Steps

1,1,1-Trifluoro-3-methyl-2-butene (16.1 g, 130 mmol), sodim cyanide (6.7 g, 133 mmol), and water (3.1 g) were stirred together in a flask, and cooled in an ice-salt mixture to 1°-6° C. internal temperature. Sulphuric acid (35.3 g of 98%, 353 mmol) was added from a dropping funnel over 45 minutes. After the addition, the cooling bath was removed, and the reaction mixture allowed to warm. A temperature of 35° C. was reached in 12 minutes, and cooling was applied to give 25° C. When the heat of reaction had subsided, the mixture was heated in a water bath to 43° C. during 2 hours and kept at 43° C. for 1.75 hours. The mixture was allowed to cool to 20° C., and the apparatus was then evacuated to 15 mmHg through a -78° C. trap. The mixture was then cooled to 5°-10° C. in a bath of ice and salt, while water (46 ml) was added over 10 minutes from the dropping funnel. The mixture at 25° C. was stirred vigorously and again evacuated to 15 mmHg, to collect unreacted olefin and other volatile products in the -78° C. trap.

Provenance & Evidence