Phenyl Isothiocyanate → HCID 15049044, compound

Participants

Reaction Steps

To a solution of sodium ethoxyde prepared from Na (0.046 g, 2 mmoles) and ethanol (10 ml), there were added trans-2-carboxymethoxy-cyclohexyl ammonium chloride (0.419 g, 2 mmoles) and phenylisothiocyanate (0.270 g, 2 mmoles). The mixture was refluxed for 1 hour, evaporated and the residue was dissolved in 1N NaOH (25 ml). The solution was extracted with diethyl ether (2×20 ml), the aqueous phase was acidified with HCl 18% to pH 2 and reextracted with diethyl ether (3×20 ml). The organic phase was dried with MgSO4, the drying agent was filtered off and the filtrate was evaporated in vacuo. The residue was recrystallized from a mixture of ethanol/ether. Thus, there were obtained 0.185 g (30%) of the title compound in the form of white crystals, melting point 147°-149° C.

Provenance & Evidence