2-Acetylthiophene → 3-(Dimethylamino)-1-(2-thienyl)-2-propen-1-one

HRID 2359056Notes

Reaction equation

HRID 2359056 reaction equation
[C:1]([C:4]1[S:5][CH:6]=[CH:7][CH:8]=1)(=[O:3])[CH3:2].CO[CH:11](OC)[N:12]([CH3:14])[CH3:13]>>[CH3:11][N:12]([CH3:14])[CH:13]=[CH:2][C:1]([C:4]1[S:5][CH:6]=[CH:7][CH:8]=1)=[O:3]

Participants

3

Reactant 2

HCID 69202-AcetylthiopheneHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 6023993-(Dimethylamino)-1-(2-thienyl)-2-propen-1-oneYield 100.3%

Procedure

A mixture of 2-acetylthiophene (198 mmol) and N,N-dimethylformamide dimethyl acetal (297 mmol) was refluxed overnight and then allowed to cool to room temperature. The reaction mixture was concentrated under reduced pressure and dried in vacuo to afford 36 g (100% yield) of 3-(dimethylamino)-1-(2-thienyl)prop-2-en-1-one which was used in the next step without further purification.

Workup

  1. temperaturewas refluxed overnight
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customdried in vacuo

Sources & evidence

ORD record
ord-bf5da5d34242416683a6f956de94627d
Source dataset
uspto-grants-2014_04
Patent number
US08685974B2

Reaction notes

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