Eugenol → Coniferyl Alcohol

HRID 1721261Notes

Reaction equation

HRID 1721261 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:10]=[CH:11]/[CH:12]=[O:13])[CH:6]=[CH:7][C:8]=1[OH:9].C(O)(=O)C1C=CC(O)=C(OC)C=1.C1(OC)C(=CC=C(C=1)CC=C)O>>[CH2:12]([OH:13])/[CH:11]=[CH:10]/[C:5]1[CH:6]=[CH:7][C:8]([OH:9])=[C:3]([O:2][CH3:1])[CH:4]=1

Participants

4

Reactant 3

HCID 3314EugenolHCID 8468Vanillic AcidHCID 5280536Coniferaldehyde

Product 1

HCID 1549095Coniferyl Alcohol

Procedure

The yield of coniferyl alcohol was 3226 ppm. This corresponds to 43.5% of theory. In addition, a further 1738 ppm (25% of theory) of ferulic acid were also obtained, as well as 12 ppm of coniferyl aldehyde and 8 ppm of vanillic acid. At the end of the process, 496 ppm (7.3%) of unreacted eugenol were still present.

Sources & evidence

ORD record
ord-ab857b1563ba45baa764ced3f395f90b
Source dataset
uspto-grants-1996_04
Patent number
US05510252

Reaction notes

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