Tetrahydrofuran → HCID 39104401, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-methyl-1,2,3,4-tetrahydroquinoline-6-carbonitrile (4.53 g, 26.3 mmol) in THF (30 mL) was added n-PrMgCl (2.0M in ether, 26.3 mL, 52.6 mmol, 2.0 eq) at room temperature. Then the mixture was heated to 50° C. and stirred overnight. The reaction was quenched with ice cold 1N HCl and stirred overnight. The biphasic mixture was extracted by CH2Cl2 (3×40 mL). The combined organic layers were dried over Na2SO4 then concentrated to give a crude product which was purified by flash column chromatography (0-25% EtOAc in hexanes) to afford the title compound (2.94 g, 13.5 mmol, 51%).

Provenance & Evidence