Acetic Anhydride → 4-Diethylamino-3-phenyl-3-buten-2-one

HRID 1902649Notes

Reaction equation

HRID 1902649 reaction equation
[CH2:1]([N:3]([CH2:12][CH3:13])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH3:2].[C:14](OC(=O)C)(=[O:16])[CH3:15]>>[CH2:12]([N:3]([CH2:1][CH3:2])[CH:4]=[C:5]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:14](=[O:16])[CH3:15])[CH3:13]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 12773281Diethylstyrylamine

Product 1

HCID 543475464-Diethylamino-3-phenyl-3-buten-2-one

Procedure

A solution of diethylstyrylamine (1.75 g) in acetic anhydride (5 ml) was heated under reflux for an hour and then distilled under vacuum (0.02 mm) in a bulb-to-bulb apparatus (oven 150° C.). The product was crystallised from ether-petroleum spirit (40°-60° C.) at low temperature, giving crystals of the title product which melted around room temperature.

Workup

  1. temperatureunder reflux for an hour
  2. distillationdistilled under vacuum (0.02 mm) in a bulb-to-bulb apparatus (oven 150° C.)
  3. customThe product was crystallised from ether-petroleum spirit (40°-60° C.) at low temperature

Sources & evidence

ORD record
ord-bee04718667640e7a543634011680d15
Source dataset
uspto-grants-1982_12
Patent number
US04364956

Reaction notes

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