Triethylamine → HCID 117951687, compound

Participants

Reaction Steps

To a flask containing 24a (0.9 mmol, 1.0 equivalent) in 10 mL of anhydrous CH2Cl2 was added NEt3 (4.57 mmol, 5.0 equivalents). 4-nitrophenyl chloroformate (1.37 mmol, 1.5 equivalents) was added slowly to the reaction flask at 0° C., and the solution was stirred until the reaction was complete (3 h) as determined by TLC. N,N-dimethylamine hydrochloride (2.74 mmol, 3 equivalents) was added and the reaction mixture was stirred at room temperature for 2 h. The solution was then diluted with DCM, and washed with water, aqueous K2CO3 solution and brine. The organic layer was dried over Na2SO4, filtered, and the solvent was removed in vacuo. The resulting solid was purified using silica gel column chromatography using EtOAc/Pet Ether as eluent to afford 26 as a white solid.

Provenance & Evidence