Sodium Hydroxide → 3,3-Difluoro-3-(4-fluorophenyl)-propane-1-thiol

To a solution of ethanethioic acid S—[3,3-difluoro-3-(4-fluorophenyl)-propyl]ester (0.26 g, 1.05 mmol) in EtOH (3 ml) is added 35% aqueous sodium hydroxide (3 ml) at 0° C. and the reaction mixture is stirred at RT for 1 h. After completion of the reaction, the solvent is distilled off and the residue is diluted with water (10 ml) before acidification with 2N hydrochloric acid to pH 2. The aqueous layer is extracted with EtOAc (3×15 ml) and the combined organic layers are washed with water (20 ml), brine (20 ml), dried over anhydrous sodium sulfate and evaporated to get 3,3-difluoro-3-(4-fluorophenyl)-propane-1-thiol (0.20 g, 0.97 mmol, 92%), which is used in the next step without further purification.

1. customAfter completion of the reaction
2. distillationthe solvent is distilled off
3. additionthe residue is diluted with water (10 ml) before acidification with 2N hydrochloric acid to pH 2
4. extractionThe aqueous layer is extracted with EtOAc (3×15 ml)
5. washthe combined organic layers are washed with water (20 ml), brine (20 ml)
6. dry with materialdried over anhydrous sodium sulfate
7. customevaporated

ORDレコード

ord-f3e8f823b79449ababa92e55b3114782

出典データセット

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09284286B2