Water → 5-(Methoxymethoxy)-4-propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran

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Reaction Steps

To a solution of 1,1,1,3,3,3-hexafluoro-2-[2-(hydroxymethyl)-4-(methoxymethoxy)-3-propylphenyl]propan-2-ol (1.29 g, 3.43 mmol) and triphenylphosphine (1.98 g, 7.55 mmol) in dichloromethane (15 mL), diethyl azodicarboxylate (2.2 mol/L toluene solution, 4.67 mL, 10.27 mmol) was added under ice-cold conditions and the mixture was stirred overnight. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with saturated saline, dried using anhydrous sodium sulfate, and concentrated in vacuum. The residue was purified by silica-gel column chromatography (hexane/ethyl acetate) and the title compound (1.14 g, 93%) was obtained as colorless oil.

Provenance & Evidence