1-(3-Methoxyphenyl)acetone → 1-(3-Methoxyphenyl)propan-2-ol

HRID 2179885Notes

Reaction equation

HRID 2179885 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][C:10](=[O:12])[CH3:11])[CH:6]=[CH:7][CH:8]=1.[BH4-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH:10]([OH:12])[CH3:11])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 764101-(3-Methoxyphenyl)acetoneHCID 4311764Sodium borohydride

Product 1

HCID 124998521-(3-Methoxyphenyl)propan-2-olYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-methoxyphenylacetone (1, 1.0 g) in methanol (30 ml) was added NaBH4 (360 mg) in portions in the period of 20 min at 0° C. The resulting solution was stirred at such temperature for another 40 min. No more starting materials were detected from TLC. Ice water was added to the reaction slowly. It was extracted with CHCl3 three times. The combined organic phase was washed with brine, and dried over Na2SO4. Removal of the solvent afforded the crude product. Purification of the crude product by using a silica gel column gave the desired product 2 (1.01 g, 100%).

Workup

  1. extractionIt was extracted with CHCl3 three times
  2. washThe combined organic phase was washed with brine
  3. dry with materialdried over Na2SO4
  4. customRemoval of the solvent
  5. customafforded the crude product
  6. customPurification of the crude product

Sources & evidence

ORD record
ord-89d1ca474eec4fffb08f3ac65fa0eff7
Source dataset
uspto-grants-2005_05
Patent number
US06887867B2

Reaction notes

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