Allyl Alcohol → Allyl 4-hydroxy-3-methoxybenzoate

HRID 1589970Notes

Reaction equation

HRID 1589970 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[O:11][CH3:12].[CH2:13](O)[CH:14]=[CH2:15]>S(=O)(=O)(O)O>[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:15][CH:14]=[CH2:13])=[O:7])=[CH:4][C:3]=1[O:11][CH3:12]

Participants

4

Reactant 2

HCID 7858Allyl AlcoholHCID 8468Vanillic Acid

Product 1

HCID 11117259Allyl 4-hydroxy-3-methoxybenzoateYield 75%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

In a manner analogous to Example 1(a), 5 g (30 mmoles) of 4- hydroxy-3-methoxybenzoic acid treated at 100° C. for 4 hours with 50 ml of allyl alcohol and 820 μl of concentrated sulfuric acid, give 4.65 g (75% yield) of the expected ester in the form of a slightly yellow oil.

Sources & evidence

ORD record
ord-b803b80cb1e94cfa8d7685e49d1995c4
Source dataset
uspto-grants-1993_04
Patent number
US05200550

Reaction notes

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