Triethylamine → 2-[beta-(2-furyl)acrylamido]-N1,N5-bis(3-methyl-2-butenyl)pentane-1,5-diamide

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Reaction Steps

In 300 ml of methylene chloride was dissolved 5 g of the DL-N-[β-(2-furyl)acryloyl]glutamic acid, and thereto were successively added 5.4 g of N-hydroxysuccinimide, 5 g of (3-methyl-2-butenyl)amine hydrochloride, 5 g of triethylamine and 9.6 g of dicyclohexylcarbodiimide at room temperature, and the resulting mixture was stirred for 6 hours. Subsequently, the precipitated dicyclohexylurea was removed by filtration, and the filtrate thus obtained was washed successively with 100 ml of diluted hydrochloric acid, 100 ml of a 5% aqueous sodium hydroxide solution and 100 ml of water, and then dried over anhydrous magnesium sulfate, after which the solvent was removed by distillation under reduced pressure to obtain 4 g (yield 51%) of DL-2-[β-(2-furyl)acrylamido]-N1,N5 -bis(3-methyl-2-butenyl)pentane-1,5-diamide having a melting point of 199°-203° C.

Provenance & Evidence