2-Fluoro-6-methoxybenzaldehyde → 2-Fluoro-6-methoxybenzyl alcohol

HRID 578793Notes

Reaction equation

HRID 578793 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH3:11])[C:3]=1[CH:4]=[O:5].[BH4-].[Na+]>O1CCCC1.O>[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH3:11])[C:3]=1[CH2:4][OH:5]

Participants

5

Reactant 2

HCID 27373572-Fluoro-6-methoxybenzaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 27793202-Fluoro-6-methoxybenzyl alcoholYield 90.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-fluoro-6-methoxybenzaldehyde (0.63 g) in tetrahydrofuran (5 mL) were added water (0.5 mL) and sodium borohydride (0.17 g), and the mixture was stirred at room temperature for 1 hour. The reaction mixture was diluted with water, and the resulting mixture was extracted with diethyl ether. The extract was washed with brine, and the solvent was removed under reduced pressure to give the title compound (0.58 g).

Workup

  1. extractionthe resulting mixture was extracted with diethyl ether
  2. washThe extract was washed with brine
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-1ed1be7e89d1421aa25a68f0bce0bbf4
Source dataset
uspto-grants-2015_05
Patent number
US09040693B2

Reaction notes

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