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

HRID 2249118Notes

Reaction equation

HRID 2249118 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-960eb8e46dd4485db2a0928f6c2a9f5e
Source dataset
uspto-grants-1991_08
Patent number
US05041673

Reaction notes

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