1-[4-(4-Benzyloxyphenyl)butyl]imidazole → 1-[4-(4-Hydroxyphenyl)butyl]imidazole

HRID 322313Notes

Reaction equation

HRID 322313 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][CH2:18][N:19]2[CH:23]=[CH:22][N:21]=[CH:20]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>[C].[Pd].C(O)C>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][CH2:18][N:19]2[CH:23]=[CH:22][N:21]=[CH:20]2)=[CH:11][CH:10]=1

Participants

4

Reactant 1

HCID 220097591-[4-(4-Benzyloxyphenyl)butyl]imidazole

Product 1

HCID 220096641-[4-(4-Hydroxyphenyl)butyl]imidazoleYield 94%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-[4-(4-benzyloxyphenyl)butyl]imidazole (13.0 g), palladium-carbon (5%, 10.0 g) and ethanol (100 ml) was subjected to catalitic hydrogenation at room temperature under 1 atom. The catalyst was filtered off, and the filtrate was concentrated to give 1-[4-(4-hydroxyphenyl)butyl]imidazole (8.58 g, 94%). Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 124-125° C.

Workup

  1. customwas subjected to catalitic hydrogenation at room temperature under 1 atom
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-5079aab069a146f19020ca3821f237c1
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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