3',5'-Difluoroacetophenone → 1-(3,5-Difluorophenyl)ethan-1-ol

To a colorless stirred solution of 3′,5′-difluoroacetophenone (50.00 g, 320.24 mmol) in methanol (320 mL), sodium borohydride (3.41 g, 86.47 mmol, 0.27 eq) was added portion wise over 20 minutes at room temperature under inert atmosphere (Ar). Then the reaction mixture was stirred for 45 min at room temperature and then quenched carefully by the addition of a saturated aqueous ammonium chloride solution (150 mL). The extraction was carried out with ethyl acetate (2×200 mL). The combined organic layers were washed with brine (200 mL), dried over anhydrous Na2SO4 and filtered. The solvent was removed in vacuo to give the title compound (50.29 g, 99%) as a colorless oil. The alcohol was used as such in the subsequent step.

1. customquenched carefully by the addition of a saturated aqueous ammonium chloride solution (150 mL)
2. extractionThe extraction
3. washThe combined organic layers were washed with brine (200 mL)
4. dry with materialdried over anhydrous Na2SO4
5. filtrationfiltered
6. customThe solvent was removed in vacuo

ORDレコード

ord-15b6b7f4129b4f74952914e02c45668f

出典データセット

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09326513B2