Toluene → HCID 19010982, compound

Participants

Reaction Steps

Under an argon atmosphere, 18 microliters of diisobutyl aluminum hydride (0.5N toluene solution) was added at -78° C. to a 0.5 ml toluene solution of 2.1 mg 1,5,6,7,8,8a-hexahydro-7,8-(dimethylmethylenedioxy)-6-methoxymethoxy-3H-2-benzopyran-3-one, and stirring was conducted for 2 hours. After the temperature was elevated to 0° C., the reaction mixture was diluted with diethyl ether, and a saturated sodium sulfate aqueous solution was added until a white precipitate was formed. To the obtained reaction mixture was added ethyl acetate, and the organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to afford 3.8 mg of 1,5,6,7,8,8a-hexahydro-7,8-(dimethylmethylenedioxy)-6-methoxymethoxy-3H-2-benzopyran-3-ol having the following properties (yield 100%).

Provenance & Evidence