Sulfuric Acid → Allyl 4-hydroxy-2-methylbenzoate

HRID 1729527Notes

Reaction equation

HRID 1729527 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([CH3:11])[CH:3]=1.S(=O)(=O)(O)O.[CH2:17](O)[CH:18]=[CH2:19]>>[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:19][CH:18]=[CH2:17])=[O:7])=[C:4]([CH3:11])[CH:3]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 7858Allyl AlcoholHCID 684754-Hydroxy-o-toluic acid

Product 1

HCID 14852523Allyl 4-hydroxy-2-methylbenzoateYield 76%

Procedure

In a manner analogous to Example 1(a), 5.34 g (32 mmoles) of 4-hydroxy-2-methyl benzoic acid treated at 100° C. for 12 hours with 50 ml of allyl alcohol and 1.5 ml of concentrated sulfuric acid, give 4 g (76% yield) of the expected ester having a melting point of 76°-77° C.

Sources & evidence

ORD record
ord-f0fb0c57a2c64970b2bd7fe07c807577
Source dataset
uspto-grants-1994_07
Patent number
US05332856

Reaction notes

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