Water → [4-(2-Methylpropyl)phenyl]methanol

HRID 1365036Notes

Reaction equation

HRID 1365036 reaction equation
[CH2:1]([C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[O:10])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].[BH4-].[Na+].O>CO>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([CH2:9][OH:10])=[CH:11][CH:12]=1)[CH:2]([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 577537Benzaldehyde, 4-(2-methylpropyl)-HCID 4311764Sodium borohydride

Product 1

HCID 14620446[4-(2-Methylpropyl)phenyl]methanolYield 94.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-isobutylbenzaldehyde (2.4 g) in methanol (10 mL) was added sodium borohydride (0.85 g) at room temperature, and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the mixture was extracted with diethyl ether. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (2.3 g).

Workup

  1. extractionthe mixture was extracted with diethyl ether
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-25c886ccb1fc4f2cbe5baa6204761d0a
Source dataset
uspto-grants-2011_02
Patent number
US07888487B2

Reaction notes

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