Triethylamine → HCID 18930538, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of triphosgene (2.5 g, 8.42 mmol) and allyl 3-aminobenzoate hydrochloride (4.0 g, 18.7 mmol) in dichloromethane (80 ml) is cooled to -20° C. and triethylamine (9.64 ml, 69.2 mmol) is added dropwise thereto. The mixture is strirred for 30 minutes. To the mixture is added glycine methyl ester hydrochloride (2.82 g, 22.44 mmol). Then, triethylamine (3.75 ml, 18.7 mmol) is added dropwise, followed by stirring at -20° C. for 2.5 hours. Ice-cooled water is added to the reaction solution and, after stirring, the aqueous layer is extracted twice with ethyl acetate. The organic layer is washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated to obtain the objective compound (5.27 g). Yield 96%.

Provenance & Evidence