Triethylamine → Cyclohexaneethylamine, alpha,alpha-dimethyl-N-propyl-

Participants

Reaction Steps

To a solution of compound D-3-6 (195.0 g, 799 mmol) in THF (1.0 L) and H2O (1.0 L) is added Et3N (242.0 g, 2.4 mol) and Boc2O (174.0 g, 799 mmol). The resulting mixture is stirred at room temperature overnight, then extracted with EtOAc. The combined organic phases are washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product is purified by silica gel chromatography (using 10:1 petroleum ether:EtOAc) to provide compound D-3-7 (100.0 g, 56% yield over 4 steps).

Provenance & Evidence