Hydrochloric Acid → HCID 53793002, compound

Participants

Reaction Steps

A solution of 2.0 g of methyl 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2 -yl)-5-propenylnicotinate in 50 mL of absolute methanol is cooled in an ice bath to 2° and the pH is adjusted to 3 with dilute methanolic hydrogen chloride. Sodium cyanoborohydride is added in small portions, with maintenance of the pH at 3 by concurrent addition of dilute methanolic hydrogen chloride, until the disappearance of the starting material is indicated by TLC. The reaction mixture is concentrated in vacuo, and the residue is chromatographed on silica gel using hexane-ethyl acetate mixtures as eluant to give the cis and trans products as solids.

Provenance & Evidence