[4-({5-(2-phenylethyl)-3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)phenyl]methanol → 4-({5-(2-phenylethyl)-3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)benzaldehyde

HRID 507951Notes

Reaction equation

HRID 507951 reaction equation
[C:1]1([CH2:7][CH2:8][C:9]2[N:13]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([CH2:21][OH:22])=[CH:17][CH:16]=3)[N:12]=[C:11]([C:23]3[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=3)[CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[O-2].[O-2].[Mn+4].O1CCCC1>[C:1]1([CH2:7][CH2:8][C:9]2[N:13]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([CH:21]=[O:22])=[CH:17][CH:16]=3)[N:12]=[C:11]([C:23]3[CH:24]=[CH:25][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:27][CH:28]=3)[CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 23157337[4-({5-(2-phenylethyl)-3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)phenyl]methanol

Product 1

HCID 231572154-({5-(2-phenylethyl)-3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)benzaldehydeYield 86%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of [4-({5-(2-phenylethyl)-3-[4-(trifluoromethyl)phenyl]-1H-pyrazol-1-yl}methyl)phenyl]methanol (2.00 g, 4.58 mmol), manganese dioxide (7.00 g, 80.5 mmol) and tetrahydrofuran (50 mL) was stirred at room temperature for 2 hr. The insoluble material was filtered off and the filtrate was concentrated to give the title compound (1.70 g, yield 86%) as colorless crystals.

Workup

  1. filtrationThe insoluble material was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-d7ce200f9dd0400aab3efa73f520d0f8
Source dataset
uspto-grants-2010_08
Patent number
US07786165B2

Reaction notes

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