Water → HCID 20278119, compound

Temperature

43 °C

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.

1. additionAfter the addition
2. customthe cooling bath was removed
3. temperatureto warm
4. temperaturecooling
5. customto give 25° C
6. temperatureWhen the heat of reaction
7. waitkept at 43° C. for 1.75 hours
8. temperatureto cool to 20° C.
9. customthe apparatus was then evacuated to 15 mmHg through a -78° C. trap
10. temperatureThe mixture was then cooled to 5°-10° C. in a bath of ice and salt, while water (46 ml)
11. additionwas added over 10 minutes from the dropping funnel
12. customagain evacuated to 15 mmHg
13. customto collect unreacted olefin and other volatile products in the -78° C. trap

ORD record

ord-102d799532014eb49836601d46643c11

Source dataset

uspto-grants-1985_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04524152