Ethanol → HCID 20513162, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3.40 g of N-n-butyl-N-(N-ethoxycarbonylglycyl)-tryptamine in 40 ml of anhydrous toluene are added 10 ml of phosphorus oxychloride, and the mixture is stirred at 120° C. for 45 minutes. The mixture is condensed under reduced pressure, and 100 ml of ethanol are added to the residue. Then, sodium borohydride is added to the mixture until said mixture becomes alkaline, and the mixture is stirred at room temperature for 30 minutes. After the reaction, the reaction mixture is condensed, and water is added to the residue. The aqueous mixture is extracted with chloroform, and the extract is washed, dried and then evaporated to remove solvent. The residue (oil, 4.0 g) thus obtained is purified by silica gel chromatography (Solvent: chloroform-ethyl acetate (1:1)). 2.50 g of 1,2,3,4-tetrahydro-1-((N-ethoxycarbonylamino)methyl)-2-n-butyl-β-carboline are thereby obtained as a pale yellow oil. Yield: 77.6% The physico-chemical properties of this product are identical with those of the product obtained in Example 3.

Provenance & Evidence