1,2-Dichloroethane → HCID 135407827, compound

Participants

Reaction Conditions

Reaction Steps

Crystals (3.30 g, 7.68 mmol) of 5-(2,4-bis(methoxymethoxy)-5-isopropyl phenyl)-4-(4-methoxyphenyl)-4H-[1,2,4]triazol-3-one (F60-03: an intermediate of Example 2-7) was added to a suspension of tribromoborane dimethylsulfide complex (11.65 g, 37.26 mol) and 1,2-dichloroethane (250 mL) in 300 mL eggplant shaped flask and stirred at room temperature for 2 hours and further at an external temperature of 80° C. for 24 hours. After completing the reaction, the reaction mixture was returned to room temperature and mixed with n-hexane (250 mL). The precipitates were collected by filtration, washed with diethyl ether and then purified by DIAION HP-20 column chromatography (water-methanol gradient elution), followed by CHP-20 column chromatography (water-methanol gradient elution) to obtain the title compound (OH-all: 370 mg, 14.8%). The fractions which were not sufficiently separated and purified were purified by HPLC fractionation to obtain the title compound (OH-all: 300 mg, total 670 mg, 26.8%).

Provenance & Evidence