Iodoethane → HCID 23336502, compound

Participants

Reaction Steps

15 ml of ethyl iodide were added to 1.80 g of 3,4-dihydro-1-(3-methoxycarbonylpropyl)-β-carboline [cf. Rec. Trav. Chim., Vol. 84, No. 9-10, pp 1183-1199(1965)], and the mixture was stirred at 70°-80° C. overnight. After the reaction was completed, the mixture was concentrated to dryness, whereby 3,4-dihydro-1-(3-methoxycarbonylpropyl)-2-ethyl-β-carbolinium iodide was obtained as a crude product. The crude product was dissolved in 20 ml of ethanol, and one g of sodium borohydride was added thereto. The mixture was stirred at room temperature for one hour. Then, the mixture was extracted with ethyl acetate. The extract was washed with water, dried and evaporated to remove solvent. The residue thus obtained was purified by silica gel chromatography (Solvent: 5% methanol-chloroform), whereby 0.2 g of 1,2,3,4-tetrahydro-1-(3-methoxycarbonylpropyl)-2-ethyl-β-carboline was obtained. Yield: 11%

Provenance & Evidence