Methanol → Isoeugenol

HRID 615937Notes

Reaction equation

HRID 615937 reaction equation
O=[CH:2][C:3]1[CH:11]=[CH:10][C:8](O)=[C:5]([O:6][CH3:7])[CH:4]=1.[C:12](=O)([O-])[O-].[K+].[K+].[CH3:18][OH:19]>[Br-].C([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)C>[C:5]1([O:6][CH3:7])[C:18](=[CH:12][CH:2]=[C:3]([CH:4]=1)[CH:11]=[CH:10][CH3:8])[OH:19]

Participants

5

Reactant 3

HCID 887MethanolHCID 1183VanillinHCID 11430Potassium Carbonate

Product 1

HCID 7338Isoeugenol

Reagents, catalysts & solvents 1

HCID 73727Phosphonium, ethyltriphenyl-, bromide (1:1)Catalyst

Procedure

Isoeugenol is synthesized from vanillin in the presence of potassium carbonate and ethyl triphenyl phosphonium bromide in commercial methanol.

Sources & evidence

ORD record
ord-b5e1de98f26641bea2f2adf08644c798
Source dataset
uspto-grants-1985_02
Patent number
US04501910

Reaction notes

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