4-Fluorophenyl 2-thienyl ketone → (4-Fluorophenyl)(2-thienyl)methanol
Reaction equation
[F:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)=[O:7])=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>CCOCC>[F:1][C:2]1[CH:14]=[CH:13][C:5]([CH:6]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)[OH:7])=[CH:4][CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a solution of 2-(4-fluorobenzoyl)thiophene (5.09 g, 24.7 mmol) in Et2O (100 mL) was added a solution of LiAlH4 (1M in THF, 30 mL, 30 mmol) and the reaction mixture was stirred overnight. The resulting mixture was cooled to 0° C., poured onto ice, extracted with Et2O, dried (Na2SO4) and concentrated under reduced pressure to give (4-fluorophenyl)-2-thienylmethan-1-ol as a yellow oil. The crude product was used without further purification.