Benzene → HCID 54524533, compound

HRID 330658Notes

Reaction equation

HRID 330658 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][C:20]=1[CH3:26])=[C:10]([C:13]1[N:17]([CH3:18])[N:16]=[N:15][N:14]=1)C=O.C1(P(=[CH:46][CH:47]=[O:48])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH:49]1C=CC=CC=1>>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][C:20]=1[CH3:26])=[C:10]([C:13]1[N:17]([CH3:18])[N:16]=[N:15][N:14]=1)[CH:49]=[CH:46][CH:47]=[O:48]

Participants

4

Reactant 3

HCID 241BenzeneHCID 75051(Triphenylphosphoranylidene)acetaldehydeHCID 14723948HCID 14723948, compound

Product 1

HCID 54524533HCID 54524533, compound

Procedure

A solution of 3,3-bis(2,4-dimethylphenyl)-2-(1-methyl-1H-tetrazol-5-yl)-2-propenal (4.5 g, 13.0 mmoles) and triphenylphosphoranylidene acetaldehyde (4.1 g, 13.0 mmoles) in benzene was heated at reflux temperature for 6 hours. The reaction mixture was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel eluting with 10% (v/v) ethyl acetate in hexane to give 5.9 g of the title compound as an oil. MS (CI): m/e=373 for (M+H)+ ;

Workup

  1. temperatureat reflux temperature for 6 hours
  2. customThe reaction mixture was evaporated under reduced pressure
  3. customthe residue was purified by column chromatography on silica gel eluting with 10% (v/v) ethyl acetate in hexane

Sources & evidence

ORD record
ord-b018cf271f444924820da70243070ca8
Source dataset
uspto-grants-1990_01
Patent number
US04897490

Reaction notes

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