Water → 2,2-Difluoropropyl methanesulfonate

To a mixture of 2,2-difluoropropan-1-ol (2.00 g, 20.8 mmol) and TEA (3.16 g, 31.25 mmol) in dry DCM (20 mL) was added methanesulfonyl chloride (2.84 g, 24.96 mmol) at 0° C. The resulting reaction mixture was stirred at rt for 1.5 h. Water was added and the mixture was extracted with DCM (3×100 mL). The combined organic layers were washed with saturated aqueous ammonium chloride solution, brine, dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated under vacuum to give the title product (2.70 g, 15.52 mmol, 75% yield), which was used directly in the next step without further purification.

1. customThe resulting reaction mixture
2. extractionthe mixture was extracted with DCM (3×100 mL)
3. washThe combined organic layers were washed with saturated aqueous ammonium chloride solution, brine
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationfiltered
6. customThe filtrate was evaporated under vacuum

ORD record

ord-0a0db1c494e64128832c448b6fb7ef41

Source dataset

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09156798B2