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Dimethylformamide dimethyl acetal → Ethyl 2-(3,4-dimethoxybenzoyl)-2-(dimethylaminomethylene)acetate

HRID 4678
Notes
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Reaction equation

HRID 4678 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:6]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:7].CO[CH:21](OC)[N:22]([CH3:24])[CH3:23]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:6]([C:8](=[CH:21][N:22]([CH3:24])[CH3:23])[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:7]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 2758465Ethyl 3,4-dimethoxybenzoylacetate

Product 1

HCID 53710889Ethyl 2-(3,4-dimethoxybenzoyl)-2-(dimethylaminomethylene)acetate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of ethyl 2-(3,4-dimethoxybenzoyl)-acetate (25.2 g) and N,N-dimethylformamide dimethyl acetal (17.9 g) in tetrahydrofuran (100 ml) was refluxed for 18 hours under stirring. The reaction mixture was evaporated in vacuo to give ethyl 2-(3,4-dimethoxybenzoyl)-2-(dimethylaminomethylene)acetate (31.09) as an oil.

Workup

  1. customThe reaction mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-b39cab3995b64be78950e30111b58cac
Source dataset
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04727073

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes