Water → HCID 86609795, compound

Participants

Reaction Steps

To a solution of L-leucine (25 g, 0.19 mol) was dissolved in 2M NaOH (0.12 L) was slowly added 2-methoxyethyl chloroformate (30 g, 0.22 mol) and 1M NaOH at the same time under the ice-cooled condition. The mixture was stirred at room temperature for 18 hours, diluted into water (600 mL) and washed with ethyl ether (2×200 mL). The aqueous phase was cooled in an ice bath and acidified to pH 3 with 6M HCl. This mixture was extracted with ethyl acetate (EtOAc) (5×150 mL). The organic phase was dried over anhydrous MgSO4 and filtered, and the filtrate was concentrated in vacuo to yield N-((2-methoxyethoxy)carbonyl)-L-leucine (41 g, 92%) as a colorless oil.

Provenance & Evidence