4-Nitrobenzaldehyde → HCID 53948724, compound

HRID 728112Notes

Reaction equation

HRID 728112 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[N:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[C:13]=1[CH3:19]>C(OC(=O)C)(=O)C>[CH3:18][C:14]1[C:13]([CH:19]=[CH:8][C:7]2[CH:10]=[CH:11][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[N:12][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 5414-NitrobenzaldehydeHCID 114202,3-Lutidine

Product 1

HCID 53948724HCID 53948724, compoundYield 53.1%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A mixture of 4-nitrobenzaldehyde (30.2 g) and 2,3-lutidine (42.8 g) in acetic anhydride (100 ml) was refluxed for 9.5 hours under stirring. After cooling the reaction mixture, the precipitate was collected by filtration. The residue was washed with diethyl ether to give 3-methyl-2-[2-(4-nitrophenyl)vinyl]pyridine (25.5 g).

Workup

  1. temperaturewas refluxed for 9.5 hours
  2. temperatureAfter cooling the reaction mixture
  3. filtrationthe precipitate was collected by filtration
  4. washThe residue was washed with diethyl ether

Sources & evidence

ORD record
ord-a2fe95ac8b354f6b80ce9d87bb401658
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

Loading…