1-[3-(3-benzyloxyphenyl)propyl]-1H-1,2,3-triazole → 3-[3-(1H-1,2,3-Triazole-1-yl)propyl]phenol

HRID 2084377Notes

Reaction equation

HRID 2084377 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][CH2:17][N:18]2[CH:22]=[CH:21][N:20]=[N:19]2)[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1.[H][H]>CO.[C].[Pd]>[N:18]1([CH2:17][CH2:16][CH2:15][C:11]2[CH:10]=[C:9]([OH:8])[CH:14]=[CH:13][CH:12]=2)[CH:22]=[CH:21][N:20]=[N:19]1

Participants

5

Reactant 2

HCID 121098701-[3-(3-benzyloxyphenyl)propyl]-1H-1,2,3-triazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 121098693-[3-(1H-1,2,3-Triazole-1-yl)propyl]phenolYield 91.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1-[3-(3-benzyloxyphenyl)propyl]-1H-1,2,3-triazole (0.937 g) in methanol (32 ml), 10% palladium carbon (0.1 g) was added, followed by vigorous stirring in a hydrogen atmosphere at room temperature for 8 hours. The catalyst was filtered off; the filtrate was concentrated to dryness under reduced pressure to yield the titled compound (0.593 g) as colorless crystals.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-22120966e2a9439a849a5a9e45fcedc2
Source dataset
uspto-grants-2004_04
Patent number
US06716863B2

Reaction notes

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