HCID 54204380, compound → 4-(4-Hydroxybutyl)phenol

HRID 2084366Notes

Reaction equation

HRID 2084366 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]=[CH:16][CH2:17][CH2:18][OH:19])=[CH:11][CH:10]=1)C1C=CC=CC=1.[H][H]>CO.C1COCC1.[C].[Pd]>[OH:19][CH2:18][CH2:17][CH2:16][CH2:15][C:12]1[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 54204380HCID 54204380, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 133925134-(4-Hydroxybutyl)phenolYield 99%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

4-(4-benzyloxyphenyl)-3-buten-1-ol (1.70 g) was dissolved in a mixture of methanol-THF (1:1, 20 ml); 10% palladium carbon (0.17 g) was added, followed by vigorous stirring in a hydrogen atmosphere for 1.5 hours. The catalyst was filtered off; the filtrate was concentrated under reduced pressure to yield the titled compound (1.1 g) as a colorless crystalline powder.

Workup

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

Sources & evidence

ORD record
ord-607b9c6a9c9f4b3f96dfa5dff74ca933
Source dataset
uspto-grants-2004_04
Patent number
US06716863B2

Reaction notes

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