Benzene → HCID 54132928, compound

HRID 1195393Notes

Reaction equation

HRID 1195393 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)=[C:10]([C:13]2[N:17]([CH3:18])[N:16]=[N:15][N:14]=2)C=O)=[CH:5][CH:4]=1.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>>[CH3:26][O:25][C:22]1[CH:23]=[CH:24][C:19]([C:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[C:10]([C:13]2[N:17]([CH3:18])[N:16]=[N:15][N:14]=2)[CH:49]=[CH:46][CH:47]=[O:48])=[CH:20][CH:21]=1

Participants

4

Reactant 3

HCID 241BenzeneHCID 75051(Triphenylphosphoranylidene)acetaldehydeHCID 14724046HCID 14724046, compound

Product 1

HCID 54132928HCID 54132928, compoundYield 74%

Procedure

A solution of 3,3-bis(4-methoxyphenyl)-2-(1-methyl-1H-tetrazol-5-yl)propenal (1.7 g; 4.86 mmole) in benzene (100 mL) was treated with triphenylphosphoranylidene acetaldehyde (1.55 g; 5.1 mmole) and heated under reflux for 3 hours. The solvent was removed by evaporation and the residue purified by chromatography using 30% EtOAc-hexane as eluent to afford the title compound as a yellow foam (1.35 g; 74%). MS (CI): m/e=377 for (M+H)+.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 3 hours
  3. customThe solvent was removed by evaporation
  4. customthe residue purified by chromatography

Sources & evidence

ORD record
ord-e995806a38c74cf0abc8a0514bfd06dd
Source dataset
uspto-grants-1992_05
Patent number
US05110940

Reaction notes

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