Eugenol → Vanillin

HRID 1708339Notes

Reaction equation

HRID 1708339 reaction equation
[C:1]1([O:11][CH3:12])[C:2](=[CH:4][CH:5]=[C:6]([CH:10]=1)[CH:7]=CC)[OH:3].C1(OC)C(=CC=C(C=1)CC=C)[OH:15]>O>[O:15]=[CH:7][C:6]1[CH:5]=[CH:4][C:2]([OH:3])=[C:1]([O:11][CH3:12])[CH:10]=1

Participants

4

Reactant 2

HCID 3314EugenolHCID 7338Isoeugenol

Product 1

HCID 1183Vanillin

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

On the basis of the substrates (a) Benzoe Siam Resin (b) isoeugenol and (c) eugenol, all dispersed in tap water as the reaction medium, the compound vanillin was produced. The substrates were taken up in flasks mounted on a shaking apparatus after which the enzyme lipoxidase (Sigma L8383) in a dose of 0.2% w/w based on the substrate was added. The temperature during the reaction was kept at 25° C. The starting mixture had a initial pH of 8. After an incubation time of 24 hours the reaction was stopped by inactivation of the enzyme (10 min. at 70° C.). The results of the experiments are shown in Table B below.

Sources & evidence

ORD record
ord-1e215e83d0654d4caee1b62f1e51568a
Source dataset
uspto-grants-1994_10
Patent number
US05358861

Reaction notes

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