Sodium borohydride → 2-(2,2,2-Trifluoroethyl)phenol

Sodium borohydride (0.930 g) was added to a solution of 2-(1-chloro-2,2,2-trifluoroethyl)phenol (2.6 g) in THF (30 ml). The reaction mixture was then stirred for 14 hrs at room temperature under an atmosphere of nitrogen, after which time the reaction was quenched with 1N HCl (50 ml) and partitioned between 1N HCl (100 ml) and ethyl acetate (200 ml), the organics were separated and dried over magnesium sulfate, filtered and solvent evaporated in vacuo to afford title compound as a semi solid (2.4 g). 1H NMR (CDCl3): δ 3.50 (q, J=21.06 Hz 2H), 6.80 (m, 1H), 7.00 (m, 1H), 7.25 (m, 2H).

1. customafter which time the reaction was quenched with 1N HCl (50 ml)
2. custompartitioned between 1N HCl (100 ml) and ethyl acetate (200 ml)
3. customthe organics were separated
4. dry with materialdried over magnesium sulfate
5. filtrationfiltered
6. customsolvent evaporated in vacuo

ORD record

ord-9927dbeba4584145bcf5fb910a27d5a0

Source dataset

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08268835B2