Sulfuric Acid → Allyl 2-fluoro-4-hydroxybenzoate

HRID 129662

Reaction equation

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

Participants

Reactant 3

HCID 1118Sulfuric Acid

HCID 7858Allyl Alcohol

HCID 27833982-Fluoro-4-hydroxybenzoic Acid

Product 1

HCID 14852522Allyl 2-fluoro-4-hydroxybenzoateYield 69%

Procedure

In a manner analogous to Example 1(a), starting with 8.3 g (53 mmoles) of 2-fluoro-4-hydroxybenzoic acid treated for 2 hours at 100° C. with 60 ml of allyl alcohol and 1.5 ml of concentrated sulfuric acid, 7.2 g (69% yield) of the expected ester having a melting point of 80°-81° C. are obtained.

Sources & evidence

ORD record: ord-03abb826f4a64626b71d362af898e2c2
Source dataset: uspto-grants-1995_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05468897

Linked notes

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