Sodium borohydride → 1-(4-Chloro-3-(methylsulfonyl)phenyl)ethanol
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[S:11]([CH3:14])(=[O:13])=[O:12].[BH4-].[Na+]>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:10])[CH3:9])=[CH:4][C:3]=1[S:11]([CH3:14])(=[O:12])=[O:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A round bottom flask was charged with 1-(4-chloro-3-(methylsulfonyl)phenyl)ethanone (12.0 g, 50.0 mmol) and tetrahydrofuran (100 mL) at 0° C. Sodium borohydride (3.7 g, 100 mmol) was added in portions and the reaction was stirred for 12 h at room temperature. The reaction was quenched with ice and extracted with MTBE. The organic solvents were removed under reduced pressure and the residue was purified by flash chromatography to get the title compound.