1,2-Dichloroethane → HCID 22881904, compound

Participants

Reaction Steps

A solution of (R)-N-(1,1-dimethylethoxy)carbonylpenicillamine (14 g, 56.1 mmol), N-hydroxybenzotriazole (7.6 g, 56.1 mmol), methylamine hydrochloride (18.9 g, 280 mmol), N-methylmorpholine (34 ml, 308 mmol, 4-dimethylaminopyridine (685 mg, 5.6 mmol) and EDC (11.8 g, 62 mmol) in anhydrous dimethylformamide (300 ml) was stirred at RT overnight. The mixture was poured into 10% w/v citric acid (750 ml) and extracted with ether (3×500 ml). The combined extracts were then washed with 8% sodium bicarbonate (2×500 ml) and brine (500 ml), dried (MgSO4) and evaporated in vacuo to provide the title compound (12.3 g, 83%)

Provenance & Evidence