Bromide ion → 4,4,4-Trifluoro-2-methylbutan-2-ol

Methylmaganesium bromide (1.454 mL, 4.36 mmol) was added dropwise via syringe to a solution of 4,4,4-trifluorobutan-2-one (500 mg, 3.97 mmol) in Diethyl ether (25 mL) at 0° C. and stirred at this temp for 1 hr before warming up to RT. The reaction was quenched with sat. ammonium chloride and extracted with ether. The organic layer was washed with brine, collected, dried over MgSO4, filtered and partially evaporated to give the crude product 4,4,4-trifluoro-2-methylbutan-2-ol (500 mg, 89% yield) as an oil. 1H NMR (400 MHz, CHLOROFORM-d) δ 2.34 (q, J=11.5 Hz, 2H), 1.88 (br. s, 1H), 1.37 (d, J=0.8 Hz, 6H).

1. customThe reaction was quenched with sat. ammonium chloride
2. extractionextracted with ether
3. washThe organic layer was washed with brine
4. customcollected
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. custompartially evaporated

ORD record

ord-168d0f9c1cc6473fabc0a1e3b56a1cce

Source dataset

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08957203B2