Tetrahydrofuran → HCID 178476198, compound

HRID 1295245Notes

Reaction equation

HRID 1295245 reaction equation
[CH2:1]([N:8]1[CH:12]=[C:11]([CH2:13][C:14]([O:16][CH2:17][CH3:18])=O)[C:10]([O:19]CC2C=CC=CC=2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:27]1CCCC1>[C].[Pd].C(O)C>[C:17]([O:16][CH2:14][CH2:13][C:11]1[C:10]([OH:19])=[N:9][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:12]=1)(=[O:27])[CH3:18]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 69422631ethyl 1-benzyl-3-benzyloxy-1H-pyrazol-4-ylacetate

Product 1

HCID 178476198HCID 178476198, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl 1-benzyl-3-benzyloxy-1H-pyrazol-4-ylacetate (14.9 g), 5% palladium-carbon (15.0 g), tetrahydrofuran (150 ml) and ethanol (150 ml) was stirred under a hydrogen atmosphere for 2 hrs. Palladium-carbon was filtered off and the filtrate was concentrated to give 1-benzyl-3-hydroxy-1H-pyrazol-4-ylethyl acetate (9.76 g, yield 88%) as colorless crystals. The crystals were recrystallized from tetrahydrofuran-hexane. melting point: 156–157° C.

Workup

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

Sources & evidence

ORD record
ord-71ceeb56f65b4754993962a2e2d63a3e
Source dataset
uspto-grants-2007_07
Patent number
US07241785B2

Reaction notes

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