Benzeneacetic acid, 2-fluoro- → 2-(2-Fluorophenyl)ethan-1-ol

HRID 2084742Notes

Reaction equation

HRID 2084742 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9](O)=[O:10].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][OH:10]

Participants

4

Reactant 2

HCID 67979Benzeneacetic acid, 2-fluoro-HCID 21226445Aluminium lithium hydride

Product 1

HCID 27332962-(2-Fluorophenyl)ethan-1-olYield 97.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Under a nitrogen atmosphere, a solution of 10 g (64.9 mmol) of 2-fluorophenylacetic acid in 100 ml of THF was slowly added to a suspension of 2.46 g (64.0 mmol) of lithium aluminum hydride in 50 ml of THF at room temperature. After stirring for 1 hr, sodium sulfate 10-hydrate was slowly added until no effervescence was observed. The reaction mixture was filtered and the filtrate was distilled off to obtain 8.83 g of the title compound (Yield: 97%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. distillationthe filtrate was distilled off

Sources & evidence

ORD record
ord-8fb5d9f02f2d4d71bd8d7fb487be0018
Source dataset
uspto-grants-2004_04
Patent number
US06717016B2

Reaction notes

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