Triethylamine → 2-Fluoro-2-trifluoromethyl-4-decenamide

Temperature

0 °C

Into a reaction flask were charged 2.0 g (15.6 mmol) of (R)-1-octen-3-ol (96.0%e.e.), 4.4 ml (31.3 mmol) of triethylamine and 40 ml of dichloromethane, and the reaction mixture was cooled to 0° C. Holding the temperature at 0° C., 3.5 ml (15.6 mmol) of hexafluoropropene diethylamine was added dropwise to the mixture. After the addition, the reaction mixture was stirred for 2 hours at 0° C. and 48 hours at room temperature. Into the mixture was added a saturated aqueous solution of sodium bicarbonate, and the mixture was extracted with dichloromethane. The organic layer was dried with anhydrous magnesium sulphate and then concentrated. The raw product was purified using silica gel column chromatography to obtain 3.26 g of the desired compound. The yield was 67.2%.

1. customat 0° C.
2. additionAfter the addition
3. extractionthe mixture was extracted with dichloromethane
4. dry with materialThe organic layer was dried with anhydrous magnesium sulphate
5. concentrationconcentrated
6. customThe raw product was purified

ORD record

ord-6bdca5d8805849c3946682fbe81aa180

Source dataset

uspto-grants-1999_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05965059