Water → (2-Fluoro-4-methoxyphenyl)methanol

HRID 636749Notes

Reaction equation

HRID 636749 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[F:7][C:8]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:9]=1[C:10](OC)=[O:11].O>C1COCC1>[F:7][C:8]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:9]=1[CH2:10][OH:11]

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 21255685Methyl 2-fluoro-4-methoxybenzoate

Product 1

HCID 593638(2-Fluoro-4-methoxyphenyl)methanolYield 104%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

To a suspension of LiAlH4 (71.6 mg, 1.89 mmol) in THF (3 ml) was added dropwise a solution of methyl 2-fluoro-4-methoxybenzoate (273.3 mg, 1.48 mmol) in THF (3 ml). The mixture was stirred for 0.5 hours. To the mixture was added dropwise aqueous THF followed by water. The mixture was extracted three times with ethyl acetate and dried over MgSO4. The solvent was evaporated to give the crude title compound (240.4 mg; >99%).

Workup

  1. extractionThe mixture was extracted three times with ethyl acetate
  2. dry with materialdried over MgSO4
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-4436b359decf49398fa62d0241d72553
Source dataset
uspto-grants-2001_02
Patent number
US06194461B1

Reaction notes

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