Methyl iodide → HCID 14676889, compound

Participants

Reaction Steps

A solution of 4-formyl-5-methyl-2,3,4,5-tetrahydrothiopyrano[3,2-b]indole (2.31 g) in dry tetrahydrofuran (25 ml) is mixed with 50% sodium hydride (480 mg) and stirred at room temperature for 1.5 hours. Under ice cooling, a solution of methyl iodide (1.7 g) in dry tetrahydrofuran (5 ml) is added dropwise thereto over 5 minutes. The mixture is stirred further for 1.5 hours at room temperature and poured into ice water, which is extracted with ether. The extract is washed with water, dried and evaporated to dryness. The residue is applied to liquid chromatography eluted with benzene/hexane (5:1) to give the title compound (1.62 g): Yield 66.2%.

Provenance & Evidence