Ethyl Acetoacetate → Ethyl 2-acetyl-3-(dimethylamino)acrylate

HRID 2387728Notes

Reaction equation

HRID 2387728 reaction equation
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[C:9]([O:15][CH2:16][CH3:17])(=[O:14])[CH2:10][C:11]([CH3:13])=[O:12]>>[CH3:6][N:4]([CH:3]=[C:10]([C:11](=[O:12])[CH3:13])[C:9]([O:15][CH2:16][CH3:17])=[O:14])[CH3:5]

Participants

3

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 3806790Ethyl 2-acetyl-3-(dimethylamino)acrylate

Procedure

N,N-dimethylformamide dimethyl acetal (80.4 ml) was added dropwise to ethyl acetoacetate (63 g), and the obtained mixture was then stirred at room temperature for 14 hours. Thereafter, the reaction solution was concentrated under reduced pressure, and azeotropy with toluene was then performed three times, so as to obtain a crude title compound (89 g).

Workup

  1. concentrationThereafter, the reaction solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-fa08a70c728849e99ec334f579960ea8
Source dataset
uspto-grants-2012_09
Patent number
US08268848B2

Reaction notes

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