Dimethylformamide dimethyl acetal → HCID 53684638, compound

HRID 2351858Notes

Reaction equation

HRID 2351858 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]([C:7]([C:9]2[C:10]([CH3:18])=[C:11]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:13][CH:14]=2)=[O:8])=[CH:5][CH:4]=1.[CH3:21][N:22]([CH:24](OC)OC)[CH3:23]>CN(C=O)C>[CH3:21][N:22]([CH3:24])[CH:23]=[CH:18][C:10]1[C:9]([C:7](=[O:8])[C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:20][CH:19]=2)=[CH:14][CH:13]=[CH:12][C:11]=1[N+:15]([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 14535915(4-Methoxyphenyl)(2-methyl-3-nitrophenyl)methanone

Product 1

HCID 53684638HCID 53684638, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 97.9 g (0.36 mole) of 3-(4-methoxybenzoyl)-2-methylnitrobenzene and 191 ml (1.45 mole) of DMF dimethyl acetal in 400 ml of DMF was heated under reflux for about nineteen hours and the reaction mixture then taken to dryness in vacuo to give 108 g of 2-(2-dimethylaminoethenyl)-3-(4-methoxybenzoyl)nitrobenzene as a red oil.

Workup

  1. temperatureunder reflux for about nineteen hours

Sources & evidence

ORD record
ord-85179b72ceb644f79ab6d8ea4d3a7867
Source dataset
uspto-grants-1989_10
Patent number
US04874761

Reaction notes

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