Triethylamine → {[10-Hydroxy-5,5-dimethyl-8-(1,2-dimethylheptyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridin-2-yl]-alpha-methylacetyl}urea

Participants

Reaction Steps

A solution of 1.66 g. (0.011 mole) of 2-chloropropionylurea in 20 ml. of dimethylformamide was added dropwise to a stirred solution of 3.57 g. (0.01 mole) of 10-hydroxy-5,5-dimethyl-8-(1,2-dimethylheptyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine in 20 ml. of dimethylformamide and 1.11 g. (0.011 mole) of triethylamine. The reaction mixture was stirred at room temperature for 72 hours, diluted with 60 ml. of water, and extracted with ether. The ether extracts were washed with water, dried over anhydrous sodium sulfate, and evaporated in vacuo. The residue was purified by chromatography on a 100-200 mesh Florisil activated magnesium silicate column and chloroform; m.p. 95°-100°.

Provenance & Evidence