Potassium ethanethioate → ethanethioic acid S-[3,3-difluoro-3-(4-fluorophenyl)-propyl]ester

Temperature

60 °C

To a stirred solution of 1-(3-bromo-1,1-difluoro-propyl)-4-fluoro-benzene (synthesized according to the methods described in sections a) to e) of example 1) (0.25 g, 1.2 mmol) in dry DMF (1 ml) is added potassium thioacetate (0.41 g, 3.60 mmol) at RT. The reaction mixture is heated at 60° C. for 1.5 h. After completion of the reaction, the mixture is diluted with water (30 ml) and extracted with EtOAc (3×30 ml). The organic layer is washed with water (30 ml), brine (30 ml), dried over anhydrous sodium sulfate and evaporated to get the crude product, which is purified by column chromatography (silica gel, 1% EtOAc/hexane) to yield ethanethioic acid S-[3,3-difluoro-3-(4-fluorophenyl)-propyl]ester (0.26 g, 1.05 mmol, 88%).

1. customAfter completion of the reaction
2. extractionextracted with EtOAc (3×30 ml)
3. washThe organic layer is washed with water (30 ml), brine (30 ml)
4. dry with materialdried over anhydrous sodium sulfate
5. customevaporated
6. customto get the crude product, which
7. customis purified by column chromatography (silica gel, 1% EtOAc/hexane)

ORD record

ord-db16b47a487c4aed93dad8f16ce197bf

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09284286B2