(3-benzyloxy-1-phenyl-1H-pyrazol-5-yl)methanol → HCID 22930766, compound

HRID 1295276Notes

Reaction equation

HRID 1295276 reaction equation
[CH2:1]([O:8][C:9]1[CH:13]=[C:12]([CH2:14][OH:15])[N:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[O-2].[O-2].[Mn+4].O1CCCC1>[CH2:1]([O:8][C:9]1[CH:13]=[C:12]([CH:14]=[O:15])[N:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 22930692(3-benzyloxy-1-phenyl-1H-pyrazol-5-yl)methanol

Product 1

HCID 22930766HCID 22930766, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of (3-benzyloxy-1-phenyl-1H-pyrazol-5-yl)methanol (11.20 g), active manganese dioxide (30.00 g) and tetrahydrofuran (300 ml) was stirred overnight at room temperature. Insoluble material was filtered off and the filtrate was concentrated. The residue was subjected to silica gel column chromatography, and 3-benzyloxy-1-phenyl-1H-pyrazole-5-carbaldehyde (10.10 g, yield 91%) was obtained as a pale-yellow oil from a fraction eluted with ethyl acetate-hexane (1:2, volume ratio).

Workup

  1. filtrationInsoluble material was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-152ec01c6cf24cde9281a8f9051a98cd
Source dataset
uspto-grants-2007_07
Patent number
US07241785B2

Reaction notes

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