allyl hydrogen maleate synthesis

Yield:2424-58-0 85%

Reaction Conditions:

Stage #1: maleic anhydride;allyl alcohol in chloroform; for 5 h;Reflux;
Stage #2: with hydrogenchloride in chloroform;

Steps:

VI

VI: (Z)-2-butenedioic acid allyl ester 1.8 ml allyl alcohol (26 mmol, 1.3 eq.) were added to a 2 g solution of maleic anhydride (20 mmol) in chloroform. The reaction mixture was stirred at reflux for 5 h. The resulting solution was treated with 1N HCl and was extracted with chloroform. The organic extracts were washed with a saturated sodium chloride solution, dried on anhydrous magnesium sulfate and filtered. The solvent was evaporated at reduced pressure, and the residue obtained was identified as intermediate VI in the form of an oil (95% purity, 85% yield).

References:

US2012/122868,2012,A1 Location in patent:Page/Page column 7