Hydrochloric Acid → 5-(4-(1,1,1,3,3,3-Hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylphenoxy)-2-nitrobenzyl phenylcarbamate

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Reaction Steps

To a solution of (5-(4-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylphenoxy)-2-nitrophenyl) methanol (221 mg, 0.444 mmol) in dichloromethane (2.2 mL), pyridine (72 μL, 0.889 mmol) was added. Phenylisocyanate (97 μL, 0.889 mmol) was added thereto under ice-cold conditions, and the resultant mixture was stirred at room temperature overnight. The reaction solution was added with water and 5% aqueous solution of hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium hydrogen carbonate and brine, dried over anhydrous sodium sulfate, concentrated in vacuo, and purified using preparative thin-layer chromatography (hexane/ethyl acetate). 5-(4-(1,1,1,3,3,3-Hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylphenoxy)-2-nitrobenzyl phenylcarbamate (249 mg, yield 91%) was obtained as a yellow oil.

Provenance & Evidence