2-Naphthalenecarboxaldehyde → HCID 269865, compound

HRID 1030638Notes

Reaction equation

HRID 1030638 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]=O.[N+:13]([CH3:16])([O-:15])=[O:14].C([O-])(=O)C.[NH4+]>C(O)(=O)C>[N+:13]([CH:16]=[CH:11][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1)([O-:15])=[O:14]

Participants

5

Reactant 3

HCID 62012-NaphthalenecarboxaldehydeHCID 6375NitromethaneHCID 517165Ammonium Acetate

Product 1

HCID 269865HCID 269865, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2-naphthaldehyde (12 g), nitromethane (13.8 g) and ammonium acetate (5 g) in acetic acid (50 ml) was refluxed for 21/2 hours. The brown mixture was poured into ice-water (100 ml) from which a yellow solid separated. Filtration and drying in vacuo afforded the title compound (14.4 g).

Workup

  1. temperaturewas refluxed for 21/2 hours
  2. customseparated
  3. filtrationFiltration
  4. customdrying in vacuo

Sources & evidence

ORD record
ord-e61447ed8a9449d59776764924d6b35f
Source dataset
uspto-grants-1992_04
Patent number
US05106861

Reaction notes

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