HCID 23025113, compound → HCID 23024822, compound

HRID 349916Notes

Reaction equation

HRID 349916 reaction equation
[CH2:1]([N:8]1[C:12]([CH2:13][CH2:14][CH3:15])=[C:11]([CH2:16][OH:17])[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[O-2].[O-2].[Mn+4].O1CCCC1>[CH2:1]([N:8]1[C:12]([CH2:13][CH2:14][CH3:15])=[C:11]([CH:16]=[O:17])[CH:10]=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 23025113HCID 23025113, compound

Product 1

HCID 23024822HCID 23024822, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of (1-benzyl-5-propyl-1H-pyrazol-4-yl)methanol (14.99 g), activated manganese dioxide (30.0 g) and, tetrahydrofuran (300 ml) was stirred at room temperature for 3 days. After the manganese dioxide was removed by filtration, the filtrate was concentrated. The residue was subjected to silica gel column chromatography, and 1-benzyl-5-propyl-1H-pyrazole-4-carbaldehyde (10.69 g, yield: 72%) was obtained as a colorless oily substance from the fraction eluted with ethyl acetate-hexane (1:2, volume ratio).

Workup

  1. customAfter the manganese dioxide was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-82d1294dd76640b2b79fca5488d1319c
Source dataset
uspto-grants-2007_02
Patent number
US07179823B1

Reaction notes

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