Water → HCID 86639423, compound

Participants

Reaction Steps

A solution of 2-oxiranyl-5-[2-propyl-4-(2,2,2-trifluoro-1-methoxymethoxy-1-trifluoromethyl-ethyl)-phenoxy]-benzonitrile (5.0 mg, 0.0102 mmol) in tetrahydrofuran (200 μL) was sequentially added with boron trifluoride diethyl ether (2.5 μL, 0.0204 mmol) and sodium cyanoborohydride (2.6 mg, 0.0409 mmol) under ice-cold conditions, and stirred at room temperature for 2 hours. Subsequently, the resultant mixture was further sequentially added with boron trifluoride diethyl ether (2.5 μL, 0.0204 mmol) and sodium cyanoborohydride (2.6 mg, 0.0409 mmol) under ice-cold conditions, and stirred at room temperature overnight. After completion of the reaction, the reaction solution was added with water and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium hydrogen carbonate and brine, dried over sodium sulfate, and concentrated in vacuo. The obtained residue was purified using column chromatography (hexane/ethyl acetate), and 2-(2-hydroxy-ethyl)-5-[2-propyl-4-(2,2,2-trifluoro-1-methoxymethoxy-1-trifluoromethyl-ethyl)-phenoxy]-benzonitrile (2.2 mg, yield 44%) was obtained as a yellow oil.

Provenance & Evidence