Triethylamine → Dopamine

Participants

Reaction Steps

MTC-OH (1.024 g, 6.4 mmol), dicyclohexylcarbodiimide (DCC, 1.319 g, 6.4 mmol) and N-hydroxysuccinimide (NHS, 0.736 g, 6.4 mmol) were charged in a 100 mL round bottom flask and dissolved in 8 mL of dry DMF before put in a ice bath. Dopamine.HCl (1.092 g, 5.76 mmol) and Et3N (1.685 mL, 12.1 mmol) was dissolved in 8 mL of dry DMF and added dropwise to the above solution under N2 atmosphere. The ice bath was removed after 3 hours and the reaction continued overnight. Then, the reaction solution was precipitated in DCM and a mixture of THF and Et2O (v/v=1:1) sequentially. Finally, the filtrate was concentrated, precipitated in Et2O and washed with Et2O for three times to give MTC-dopamine.

Provenance & Evidence