1-Phenoxy-2-propanone → 1-Phenoxy-2-propanol

HRID 1704732Notes

Reaction equation

HRID 1704732 reaction equation
[O:1]([CH2:8][C:9](=[O:11])[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO>[O:1]([CH2:8][CH:9]([OH:11])[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 693131-Phenoxy-2-propanone

Product 1

HCID 928391-Phenoxy-2-propanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To phenoxy acetone (1 mole) dissolved in methanol (500 ml), is added BH4K (1 mole) portionwise at 0° C. Stirring is continued at room temperature during 24 hours. The methanol is removed in vacuo over a water-bath, the residue is taken up into water and ether. The organic phase is washed with water to neutral pH, after which the material is dried and the residual oil is distilled after removal of the solvent. B.p. = 139° C./20 mm Hg.

Workup

  1. additionis added BH4K (1 mole) portionwise at 0° C
  2. customThe methanol is removed in vacuo over a water-bath
  3. washThe organic phase is washed with water to neutral pH
  4. customafter which the material is dried
  5. distillationthe residual oil is distilled
  6. customafter removal of the solvent

Sources & evidence

ORD record
ord-be703807621243f583974ecb2444acd4
Source dataset
uspto-grants-1978_11
Patent number
US04127661

Reaction notes

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