3,3-Bis(4-fluorophenyl)-2-(1-ethyl-1H-tetrazol-5-yl)-2-propenol → 3,3-Bis(4-fluorophenyl)-2-(1-ethyl-1H-tetrazol-5-yl)-2-propenal

HRID 1195348Notes

Reaction equation

HRID 1195348 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)=[C:20]([C:23]2[N:27]([CH2:28][CH3:29])[N:26]=[N:25][N:24]=2)[CH2:21][OH:22])=[CH:15][CH:14]=1>C(Cl)Cl>[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([C:30]2[CH:31]=[CH:32][C:33]([F:36])=[CH:34][CH:35]=2)=[C:20]([C:23]2[N:27]([CH2:28][CH3:29])[N:26]=[N:25][N:24]=2)[CH:21]=[O:22])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 147238233,3-Bis(4-fluorophenyl)-2-(1-ethyl-1H-tetrazol-5-yl)-2-propenolHCID 178418287HCID 178418287, compound

Product 1

HCID 147238263,3-Bis(4-fluorophenyl)-2-(1-ethyl-1H-tetrazol-5-yl)-2-propenalYield 83%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Pyridinium chlorochromate (0.9 g) was added to a solution of 0.8 g (2.3 mmoles) of the 3,3-bis(4-fluorophenyl)-2-(1-ethyl-1H-tetrazol-5-yl)-2-propenol in methylene chloride. The solution became bright yellow and then darkened with the formation of a dark gummy precipitate. After stirring at room temperature for 16 hours, the mixture was poured directly onto a silica gel column and eluted with methylene chloride to give 0.65 g (83%) of the title compound; m.p.=144°-145° C.

Workup

  1. additionthe mixture was poured directly onto a silica gel column
  2. washeluted with methylene chloride

Sources & evidence

ORD record
ord-c1d8918fd88041d88b18d4adb3d0ce06
Source dataset
uspto-grants-1992_05
Patent number
US05110940

Reaction notes

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