Water → tert-Butyl 4-(thiazol-2-yl)piperazine-1-carboxylate

Participants

Reaction Steps

A mixture of 5 g of tert-butyl 1-piperazinecarboxylate, 4.4 g of 2-bromo-1,3-thiazole and 7.4 g of K2CO3 in 50 ml of EtOH is heated at reflux for 4 days. Water is added to the reaction mixture, the EtOH is evaporated under vacuum, the resulting aqueous phase is extracted with AcOEt, the organic phase is washed with saturated K2CO3 solution and with saturated NaCl solution and dried over Na2SO4 and the solvent is evaporated under vacuum. The residue is chromatographed on silica gel, eluting with a DCM/MeOH (98/2; v/v) mixture. This gives 5 g of the expected product following cold precipitation from a DCM/hexane mixture and isolation with suction; m.p.=114-116° C.

Provenance & Evidence