Benzene → HCID 54079002, compound

HRID 1195357Notes

Reaction equation

HRID 1195357 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)=[C:9]([C:12]2[N:13]=[N:14][N:15]([CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])[N:16]=2)C=O)=[CH:4][CH:3]=1.C1(P(=[CH:49][CH:50]=[O:51])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH:52]1C=CC=CC=1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:23]2[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=2)=[C:9]([C:12]2[N:13]=[N:14][N:15]([CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])[N:16]=2)[CH:52]=[CH:49][CH:50]=[O:51])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 241BenzeneHCID 75051(Triphenylphosphoranylidene)acetaldehydeHCID 14723961HCID 14723961, compound

Product 1

HCID 54079002HCID 54079002, compound

Procedure

A solution of 3,3-bis(4-fluorophenyl)-2-[2-(2-methoxyethoxy)methyl-2H-tetrazol-5-yl]-2-propenal (1.4 g, 3.5 mmoles) and triphenylphosphoranylideneacetaldehyde (1.3 g, 4.3 mmoles) [isolated in Example 69, Step A] in 25 mL of benzene was heated at reflux temperature for 12 hours. The reaction mixture was evaporated under reduced pressure and the residue purified by column chromatography on silica gel eluting with 20% (v/v) ethyl acetate in hexane to give 0.9 g of the title compound as an oil. MS (CI): m/e=427 for (M+H)+.

Workup

  1. temperatureat reflux temperature for 12 hours
  2. customThe reaction mixture was evaporated under reduced pressure
  3. customthe residue purified by column chromatography on silica gel eluting with 20% (v/v) ethyl acetate in hexane

Sources & evidence

ORD record
ord-4da48244d1034cfea4292c9344986fd0
Source dataset
uspto-grants-1992_05
Patent number
US05110940

Reaction notes

Loading…