Hydrochloric Acid → HCID 23368056, compound

Participants

Reaction Steps

1.84 g (7.0 mmol) of 2-(3-ethoxycarbonylpropoxy)-5,6,7,8-tetrahydroquinoxaline was dissolved in 10 ml of tetrahydrofuran (THF), and the solution was ice-cooled. The resultant solution was dropwise added to a suspension of 319 mg (8.4 mmol) of lithium aluminum hydride in 15 ml of THF under ice cooling, followed by stirring for 2 hours at the same temperature as used in the ice cooling above, to thereby effect a reaction. To the resultant reaction mixture was added 2N HCl to thereby acidify the mixture and form a precipitate. The resultant mixture was subjected to filtration to filter off the precipitate, which was then washed with water. The filtrate was extracted with chloroform twice to obtain an extract. The extract was dried over mirabilite, and the solvent was distilled off in vacuo. The resultant residue was purified by silica gel column chromatography. That is, the residue was charged in a column of 50 g of silica gel (C-200, manufactured and sold by Wako Pure Chemical Industries, Ltd.) and eluted with chloroform-methanol (200:1), to thereby obtain 1.55 g of 2-(4-hydroxybutoxy)-5,6,7,8-tetrahydroquinoxaline (yield: 100%).

Provenance & Evidence