3-benzyloxy-1-phenyl-1H-pyrazole-4-carbaldehyde → HCID 178519806, compound

HRID 2221530Notes

Reaction equation

HRID 2221530 reaction equation
C([O:8][C:9]1[C:13]([CH:14]=[O:15])=[CH:12][N:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:10]=1)C1C=CC=CC=1>[Pd].O1CCCC1>[OH:8][C:9]1[C:13]([CH:14]=[O:15])=[CH:12][N:11]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:10]=1

Participants

4

Reactant 1

HCID 229307603-benzyloxy-1-phenyl-1H-pyrazole-4-carbaldehyde

Product 1

HCID 178519806HCID 178519806, compoundYield 78.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

3-Benzyloxy-1-phenyl-1H-pyrazole-4-carbaldehyde (0.30 g), 5% palladium on carbon (0.50 g) and tetrahydrofuran (10 mL) were subjected to catalytic reduction under a hydrogen atmosphere and atmospheric pressure. The catalyst was filtered off and the filtrate was concentrated to give 3-hydroxy-1-phenyl-1H-pyrazole-4-carbaldehyde as colorless crystals (0.16 g, yield 76%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 196-197° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-d3db44bb8622490186fe83c4aeae9d7a
Source dataset
uspto-grants-2008_05
Patent number
US07368578B2

Reaction notes

Loading…