Eugenol → 4-Propylguaiacol

HRID 2035414Notes

Reaction equation

HRID 2035414 reaction equation
[C:1]1([O:11][CH3:12])[C:2](=[CH:4][CH:5]=[C:6]([CH:10]=1)[CH2:7][CH:8]=[CH2:9])[OH:3]>[C].[Pd].CC(O)C>[CH3:12][O:11][C:1]1[CH:10]=[C:6]([CH2:7][CH2:8][CH3:9])[CH:5]=[CH:4][C:2]=1[OH:3]

Participants

4

Reactant 1

HCID 3314Eugenol

Product 1

HCID 177394-Propylguaiacol

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 3776IsopropanolSolvent

Procedure

Palladium-carbon (5 mass %, 54 mg) was added to a 2-propanol (2.5 mL) solution of eugenol (CAS No. 97-53-0, 500 mg) under an argon atmosphere. The resultant mixture was vigorously stirred at an external temperature of 50° C. under a hydrogen flow for about 4.5 hours. The reaction solution was filtered through Celite, and the filtrate was concentrated, to thereby obtain the title compound (447 mg) having the following physical properties.

Workup

  1. filtrationThe reaction solution was filtered through Celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-947c25153ceb47d7bebeec68353c2ba6
Source dataset
uspto-grants-2013_11
Patent number
US08575134B2

Reaction notes

Loading…