Nitromethane → 1,3-dimethoxy-5-(2-nitroethenyl)benzene

HRID 1030649Notes

Reaction equation

HRID 1030649 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)[CH:6]=O.[N+:13]([CH3:16])([O-:15])=[O:14].C([O-])(=O)C.[NH4+]>C(O)(=O)C>[N+:13]([CH:16]=[CH:6][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=1)([O-:15])=[O:14]

Participants

5

Reactant 3

HCID 6375NitromethaneHCID 817473,5-DimethoxybenzaldehydeHCID 517165Ammonium Acetate

Product 1

HCID 6106161,3-dimethoxy-5-(2-nitroethenyl)benzene

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture consisting of 3,5-dimethoxybenzaldehyde (20 g), nitromethane (20 ml), ammonium acetate (8 g) and acetic acid (80 ml) was refluxted for 11/2 hours and the reaction mixture was poured into ice water. The yellow solid which separated was filtered and dried under high vacuum to yield the title compound (22.3 g).

Workup

  1. custom2 hours
  2. customThe yellow solid which separated
  3. filtrationwas filtered
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-5cf1ec647a2548e69204ce3ae84a7df2
Source dataset
uspto-grants-1992_04
Patent number
US05106861

Reaction notes

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