p-Toluenesulfonic acid → HCID 19010986, compound

Participants

Reaction Steps

1,5,6,7,8,8a-Hexahydro-7,8-(dimethylmethylenedioxy)-6-methoxymethoxy-3H-2-benzopyran-3-one (284 mg) was dissolved in 50 ml of methanol and 5 ml of water, and a catalytic amount of p-toluenesulfonic acid was added. The mixture was refluxed for 1 hour. After cooling, the reaction mixture was poured into a sodium hydrogen carbonate aqueous solution and extracted with diethyl ether. The extract was washed with a sodium chloride aqueous solution, dried, and concentrated under reduced pressure. The product was purified by silica gel column chromatography to obtain 114 mg of 1,5,6,7,8,8a-hexahydro-6,7,8-trihydroxy-3H-2-benzopyran-3-one having the following property (yield 57%).

Provenance & Evidence