HCID 69423063, compound → HCID 23025043, compound

HRID 349986Notes

Reaction equation

HRID 349986 reaction equation
[CH2:1]([O:8][C:9]1[CH:29]=[CH:28][C:12]([CH2:13][N:14]2[CH:18]=[C:17]([CH2:19][OH:20])[C:16]([C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)=[N:15]2)=[CH:11][CH: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:10]=[CH:11][C:12]([CH2:13][N:14]2[CH:18]=[C:17]([CH:19]=[O:20])[C:16]([C:21]3[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=3)=[N:15]2)=[CH:28][CH:29]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 69423063HCID 69423063, compound

Product 1

HCID 23025043HCID 23025043, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1-(4-benzyloxybenzyl)-3-(4-fluorophenyl)-1H-pyrazol-4-ylmethanol (11.7 g), active manganese dioxide (20.0 g) and tetrahydrofuran (150 ml) was stirred at room temperature for 2 hours. After the manganese dioxide was removed by filtration, the filtrate was concentrated to obtain 1-(4-benzyloxybenzyl)-3-(4-fluorophenyl)-1H-pyrazole-4-carbaldehyde (10.9 g, yield 94%) as colorless crystals. This was recrystallized from ethyl acetate-hexane. Melting point: 97–98° C.

Workup

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

Sources & evidence

ORD record
ord-50ab0f77c62c4014b48ee7e9621a98fa
Source dataset
uspto-grants-2007_02
Patent number
US07179823B1

Reaction notes

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