Diiodomethane → HCID 131733990, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-1-tert-butyl 2-ethyl 3,4-dihydropyridine-1,2(2H)-dicarboxylate (D20) (260 mg, 1.02 mmol) in toluene (5 ml), cooled to −30° C., diethyl zinc 1M solution in heptane (2.04 ml, 2.04 mmol) was added dropwise followed by addition of diiodomethane (0.33 ml, 4.07 mmol) in toluene (1 ml). (During reactant additions the reaction temperature was maintained between −25° C. and −30° C.). The reaction mixture was stirred at −20° C. for 24 hrs. Diethyl zinc 1M solution in heptane (2.04 ml, 2.04 mmol) and diiodomethane (0.33 ml, 4.07 mmol) were added and the reaction left stirring at −20° C. for other 24 hrs. The reaction was quenched with half saturated NaHCO3 (10 ml) and left stirring for 30 min. The white precipitate was filtered off. The organic phase was washed with water (2×20 ml), dried over Na2SO4 and evaporated in vacuo to afford the title compound (D21) (600 mg) used as such without purification.

Provenance & Evidence