3-Nitrobenzaldehyde → Dimethyl [(3-nitrophenyl)methylidene]propanedioate

HRID 973375Notes

Reaction equation

HRID 973375 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O)([O-:3])=[O:2].[C:12]([O:19][CH3:20])(=[O:18])[CH2:13][C:14]([O:16][CH3:17])=[O:15]>C(O)(=O)C>[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=[C:13]([C:12]([O:19][CH3:20])=[O:18])[C:14]([O:16][CH3:17])=[O:15])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 74493-NitrobenzaldehydeHCID 7943Dimethyl malonate

Product 1

HCID 277557Dimethyl [(3-nitrophenyl)methylidene]propanedioateYield 96%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

75.5 g (500 millimoles) of 3-nitrobenzaldehyde and 73 g (550 millimoles) of dimethyl malonate were stirred for 4 hours at 60° C., similarly to Example 9. After the addition of 5 ml of glacial acetic acid, the mixture was worked up in a conventional manner. The product of melting point 78°-80° C. was obtained in 96% yield.

Workup

  1. customThe product of melting point 78°-80° C. was obtained in 96% yield

Sources & evidence

ORD record
ord-76f82b654eb544efb5e2f0413c4e6218
Source dataset
uspto-grants-1991_11
Patent number
US05062884

Reaction notes

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