Phenylacetone → 3-Buten-2-one, 4-(dimethylamino)-3-phenyl-

HRID 1902646Notes

Reaction equation

HRID 1902646 reaction equation
[CH3:1][C:2]([CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].CO[CH:13](OC)[N:14]([CH3:16])[CH3:15]>>[CH3:13][N:14]([CH3:16])[CH:15]=[C:4]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[C:2](=[O:3])[CH3:1]

Participants

3

Reactant 2

HCID 7678PhenylacetoneHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 14883693-Buten-2-one, 4-(dimethylamino)-3-phenyl-

Procedure

A stirred mixture of benzyl methyl ketone (26.8 ml) and dimethylformamide dimethyl acetal (30.0 ml) was heated in a distillation apparatus on an oil bath at 95°-100° C. for 11/2 hours. Methanol slowly distilled off. The residual volatiles were removed under vacuum and the resulting oil was crystallised from ether-petroleum spirit (40°-60° C.) to yield the title compound (mp 66° C.).

Workup

  1. temperaturewas heated in a distillation apparatus on an oil bath at 95°-100° C. for 11/2 hours
  2. distillationMethanol slowly distilled off
  3. customThe residual volatiles were removed under vacuum
  4. customthe resulting oil was crystallised from ether-petroleum spirit (40°-60° C.)

Sources & evidence

ORD record
ord-bb5c8efb8cd642f1afc6eaa013a77bc0
Source dataset
uspto-grants-1982_12
Patent number
US04364956

Reaction notes

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