Sodium Thiosulfate → HCID 59201126, compound

Participants

Reaction Steps

To a solution of 4-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propyl-1-(4-vinylphenoxy)benzene (242 mg, 539 mmol) in chloroform (5 mL), sodium hydrogen carbonate (181 mg) and m-chloroperbenzoic acid (60%) (310 mg) were added at room temperature and the resultant mixture was stirred. After completion of the reaction, the reaction solution was added with an aqueous solution of sodium thiosulfate and a saturated aqueous solution of sodium hydrogen carbonate, extracted with ethyl acetate, and then concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (hexane/ethyl acetate) and a colorless oil was obtained. To a tetrahydrofuran solution (2 mL) of this substance, boron trifluoride diethyl ether complex (40 μL) and sodium cyanoborohydride (40 mg) were added at 0° C. under an argon atmosphere, and the resultant mixture was stirred. After completion of the reaction, the reaction solution was added with a saturated aqueous solution of sodium hydrogen carbonate, extracted with ethyl acetate, and then concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (hexane/ethyl acetate) and the title compound (76 mg, yield 30%) was obtained as a colorless oil.

Provenance & Evidence