(1-benzyl-3-benzyloxy-1H-pyrazol-4-yl)methanol → 1-benzyl-3-(benzyloxy)-1H-pyrazole-4-carbaldehyde

HRID 1295242Notes

Reaction equation

HRID 1295242 reaction equation
[CH2:1]([N:8]1[CH:12]=[C:11]([CH2:13][OH:14])[C:10]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[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[CH:12]=[C:11]([CH:13]=[O:14])[C:10]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 22930765(1-benzyl-3-benzyloxy-1H-pyrazol-4-yl)methanol

Product 1

HCID 229307681-benzyl-3-(benzyloxy)-1H-pyrazole-4-carbaldehydeYield 90%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of (1-benzyl-3-benzyloxy-1H-pyrazol-4-yl)methanol (14.70 g), active manganese dioxide (30.00 g) and tetrahydrofuran (200 ml) was stirred at room temperature for 2 hrs. Manganese dioxide was filtered off and the filtrate was concentrated. The obtained crystals were collected by filtration to give 1-benzyl-3-benzyloxy-1H-pyrazole-4-carbaldehyde (13.10 g, yield 90%). The crystals were recrystallized from tetrahydrofuran-hexane. melting point: 85–86° C.

Workup

  1. filtrationManganese dioxide was filtered off
  2. concentrationthe filtrate was concentrated
  3. filtrationThe obtained crystals were collected by filtration

Sources & evidence

ORD record
ord-cce858dfb159446babf6b675559e2a63
Source dataset
uspto-grants-2007_07
Patent number
US07241785B2

Reaction notes

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