Methanol → HCID 178499543, compound

HRID 1295253Notes

Reaction equation

HRID 1295253 reaction equation
C(O[CH2:5][C:6]1[C:7]([O:17]CC2C=CC=CC=2)=[N:8][N:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:10]=1)(=O)C.[O:25]1[CH2:29]CC[CH2:26]1.C[OH:31]>[C].[Pd]>[OH:17][C:7]1[C:6]([CH2:5][C:26]([O:25][CH3:29])=[O:31])=[CH:10][N:9]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:8]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 8028TetrahydrofuranHCID 694263823-benzyloxy-1-phenyl-1H-pyrazol-4-ylmethyl acetate

Product 1

HCID 178499543HCID 178499543, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 178418390HCID 178418390, compoundCatalyst

Procedure

A mixture of 3-benzyloxy-1-phenyl-1H-pyrazol-4-ylmethyl acetate (2.35 g), 5% palladium-carbon (4.00 g), tetrahydrofuran (25 ml) and methanol (25 ml) was stirred under a hydrogen atmosphere for 1 hr. Palladium-carbon was filtered off and the filtrate was concentrated to give methyl 3-hydroxy-1-phenyl-1H-pyrazol-4-ylacetate (1.58 g, yield 93%) as colorless crystals. The crystals were recrystallized from ethyl acetate-hexane. melting point: 144–145° C.

Workup

  1. filtrationPalladium-carbon was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-00b98b15b0ed43de83a4ac0e594eaaa4
Source dataset
uspto-grants-2007_07
Patent number
US07241785B2

Reaction notes

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