Acetone → HCID 86747883, compound

Participants

Reaction Steps

To a vigorously stirred mixture of α-(methoxyimino)-α-(1,2,5,6-tetrahydropyridin-3-yl)acetonitrile (E10) (1.1 g, 0.0067 mol) and potassium carbonate (2.0 g, 0.0145 mol) in acetone (50 ml) at room temperature was added iodoethane (1.17 g, 0.0075 mol). After 4 hrs the mixture was concentrated in vacuo and the residue partitioned between water (25 ml) and chloroform (3×50 ml) The combined organic extracts were dried (Na2SO4) and evaporated to a residue which was purified by column chromatography on silica gel eluting with 0-2% methanol/chloroform to give the free base of the title compound (E11) (1.22 g, 94%). A portion of this was treated with anhydrous oxalic acid to give a solid which crystalised from ethanol/diethyl ether to afford the title compound (E11) as a white solid m.p. 155°-6° C.

Provenance & Evidence