Dichloromethane → Methyl 4-({[2-(dimethylamino)ethyl]amino}carbonyl)benzoate

Participants

Reaction Steps

A solution of mono-methyl terephthaloyl chloride (500 mg), N,N-dimethylethylenediamine (178 mg) and diisoprpylethylamine (650 mg) in methylene chloride (5.0 mL) is stirred at room temperature overnight. The reaction mixture is diluted with ethyl acetate and thereto is added a saturated sodium hydrogencarbonate solution. After stirring, the organic layer is separated and concentrated in vacuo. The residue is purified by flash column chromatography on NH-silica gel (Solvent; n-hexane:ethyl acetate=9:1) to give methyl 4-[[[2-(dimethylamino)-ethyl]amino]carbonyl]benzoate (355 mg, yield; 70%) as yellow crystals. MS (APCI) m/z: 251 [M+H]+

Provenance & Evidence