4-Fluorophenyl 2-thienyl ketone → (4-Fluorophenyl)(2-thienyl)methanol

HRID 1837957Notes

Reaction equation

HRID 1837957 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]=1

Participants

4

Reactant 2

HCID 684794-Fluorophenyl 2-thienyl ketoneHCID 21226445Aluminium lithium hydride

Product 1

HCID 10987480(4-Fluorophenyl)(2-thienyl)methanol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

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.

Workup

  1. additionpoured onto ice
  2. extractionextracted with Et2O
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-570da4342e30423b8dc7efde5d17f5b9
Source dataset
uspto-grants-2004_08
Patent number
US06784167B2

Reaction notes

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