tert-Butyl carbazate → 1,1-Dimethylethyl 2-[4-(methoxycarbonyl)-4-[4-(trifluoromethyl)phenyl]cyclohexyl]hydrazinecarboxylate

Participants

Reaction Steps

Methyl 4-oxo-1-(4-trifluoromethylphenyl)cyclohexanecarboxylate (100 mg) and tert-butyl carbazate (66 mg) were dissolved in a mixed solvent of THF (6 mL) and acetic acid (3 mL). After stirring at room temperature for 50 minutes, sodium cyanoborohydride (31.4 mg) was added. After further two hours, sodium cyanoborohydride (31.4 mg) was added and the mixture was stirred at room temperature for one hour. Diethyl ether and a saturated sodium bicarbonate solution were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with a saturated sodium bicarbonate solution and then dried over anhydrous sodium sulfate. The drying agent was separated by filtration and then the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (74.5 mg). The property values of the compound are as follows.

Provenance & Evidence