Borane → 2-Fluoro-3-methylbenzenepropanol

HRID 1172598Notes

Reaction equation

HRID 1172598 reaction equation
[F:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][C:11](O)=[O:12].B>C1COCC1>[F:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][CH2:11][OH:12]

Participants

4

Reactant 2

HCID 6331BoraneHCID 57659614955403-63-1

Product 1

HCID 576596102-Fluoro-3-methylbenzenepropanolYield 82.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

According to procedures described above, 3-(2-fluoro-3-methyl-phenyl)-propionic acid (2.39 g, 13.12 mmol) was reduced by borane in THF to give 1.82 g (82.5%) of 3-(2-fluoro-3-methyl-phenyl)-propan-1-ol. LC-MS: tR=0.86 min; [M+H]+=no ionization.

Sources & evidence

ORD record
ord-643e7bf0ed9b4038a6591460dbe114d9
Source dataset
uspto-grants-2010_11
Patent number
US07834028B2

Reaction notes

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