Nitroethane → 2,4-Dimethoxy-1-(2-nitroprop-1-en-1-yl)benzene

HRID 1905622Notes

Reaction equation

HRID 1905622 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:4]=1[CH:5]=O.C([O-])(=O)C.[NH4+].[N+:18]([CH2:21][CH3:22])([O-:20])=[O:19]>>[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:4]=1[CH:5]=[C:21]([CH3:22])[N+:18]([O-:20])=[O:19]

Participants

4

Reactant 3

HCID 6587NitroethaneHCID 691752,4-DimethoxybenzaldehydeHCID 517165Ammonium Acetate

Product 1

HCID 6007232,4-Dimethoxy-1-(2-nitroprop-1-en-1-yl)benzene

Procedure

A solution consisting of 25 g of 2,4-dimethoxybenzaldehyde (Aldrich) in 200 ml of nitroethane was treated with 0.5 g anhydrous ammonium acetate and held on a steam bath for 12 hours. The solvent was removed in vacuo from the mixture yielding 22.3 g of yellow crystals, m.p. 80°-81° C., upon cooling in 50 ml of methanol.

Workup

  1. customThe solvent was removed in vacuo from the mixture

Sources & evidence

ORD record
ord-457ba05c78d94d4da91185c66cc6b672
Source dataset
uspto-grants-1987_03
Patent number
US04647446

Reaction notes

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