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4-(ALLYLOXY)-3-METHOXYBENZOIC ACID synthesis

4synthesis methods
-

Yield:22280-97-3 97%

Reaction Conditions:

with tert.-butylhydroperoxide;vanadia in water at 100; for 8 h;

Steps:

4.3. Typical experimental procedure for oxidation of alcohols

General procedure: To a well-stirred suspension of alcohol (1 mmol) and V2O5 (0.05 mmol) in water (1 mL) was added aq TBHP (70%, 4 mmol). The reaction mixture was heated at reflux until the completion of the reaction (monitored by TLC). The reaction mixture was extracted with ethyl acetate (3×15 mL). The combined organic layer was dried over Na2SO4 and evaporated under vacuum to furnish the crude product, which was purified on a silica gel column using EtOAc and hexane as the solvent mixture. In case of problem in isolating the acid, the solvent was evaporated under vacuum and the crude residue was purified by column chromatography on silica gel (EtOAc/hexane).

References:

Alagiri, Kaliyamoorthy;Prabhu, Kandikere Ramaiah [Tetrahedron,2011,vol. 67,# 44,p. 8544 - 8551] Location in patent:experimental part