Tetrahydrofuran → HCID 85821897, compound

Participants

Reaction Steps

To a solution of 3-hydroxypiperidine (1.0 g, 9.89 mmol) in tetrahydrofuran (50 ml) was added ethoxycarbonyl isothiocyanate (1.4 ml, 11.9 mmol) in an ice bath. The reaction mixture was brought to room temperature in 10 minutes and then stirred overnight. After checking the completion of the reaction, the reaction mixture was partitioned between ethyl acetate and saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The obtained residue was purified by chromatography on a silica gel column using toluene:ethyl acetate (1:2) as the eluant to afford (4-hydroxypiperidine-1-carbothioyl)carbamic acid ethyl ester (2.3 g, yield 100%) as a yellow oil.

Provenance & Evidence