Phenylacetone → 1-Phenyl-2-propanol

HRID 434370Notes

Reaction equation

HRID 434370 reaction equation
[BH4-].[Na+].[C:3]1([CH2:9][C:10](=[O:12])[CH3:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CO>[C:3]1([CH2:9][CH:10]([OH:12])[CH3:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 7678PhenylacetoneHCID 4311764Sodium borohydride

Product 1

HCID 941851-Phenyl-2-propanolYield 86.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium borohydride (10.0 g) was added portionwise to an ice cold stirred solution of 1-phenylpropan-2-one (30.0 g) in methanol (500 ml). The mixture was stirred for 4 hours, evaporated and partitioned between water (100 ml) and chloroform (200 ml). The organic phase was dried (MgSO4) and evaporated to give the product as a colourless oil (26.4 g).

Workup

  1. customevaporated
  2. custompartitioned between water (100 ml) and chloroform (200 ml)
  3. dry with materialThe organic phase was dried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-e0ce0ce0e0664f128aefe1478c6790fe
Source dataset
uspto-grants-1983_08
Patent number
US04396627

Reaction notes

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