Allyl Alcohol → Allyl 4-hydroxy-2-trifluoromethylbenzoate

HRID 129667Notes

Reaction equation

HRID 129667 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([C:11]([F:14])([F:13])[F:12])[CH:3]=1.[CH2:15](O)[CH:16]=[CH2:17]>S(=O)(=O)(O)O>[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:17][CH:16]=[CH2:15])=[O:7])=[C:4]([C:11]([F:12])([F:13])[F:14])[CH:3]=1

Participants

4

Reactant 2

HCID 7858Allyl AlcoholHCID 27751114-Hydroxy-2-(trifluoromethyl)benzoic acid

Product 1

HCID 14852524Allyl 4-hydroxy-2-trifluoromethylbenzoateYield 59%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

In a manner analogous to Example 1(a) starting with 2 g (9.7 mmoles) of 4-hydroxy-2-trifluoromethylbenzoic acid treated at 100° C. for 12 hours with 20 ml of allyl alcohol and 260 μl of concentrated sulfuric acid, give 1.4 g (59% yield) of the expected ester having a melting point of 82°-83°.

Sources & evidence

ORD record
ord-45fa28333a284cebbe238c79d67b643d
Source dataset
uspto-grants-1995_11
Patent number
US05468897

Reaction notes

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