反应详情

温度

30 °C

The specific laboratory procedure for carrying out the above reaction scheme is as follows. Benzoyloxy peroxide (24.2 g, 0.1 mol) is dissolved in 300 ml of absolute benzene. Then, 1,6-diaminohexane (1) (11.6 g, 0.1 mol) dissolved to 100 ml of absolute ether is added to the benzoyloxy peroxide-benzene solution dropwise. The reaction mixture is kept while stirring at 40°-50° C. for two hours. 100 ml of absolute ether is added and the resultant precipitate is separated. Then, dry HCl gas is passed through the solution to form 1,6-dibenzoyloxy amino hexane hydrochloride (3), (M.W. 429, M.P. 137°-138° C.), which is recrystallized in absolute ethanol (yield 45%). 1,6-dibenzoyloxy amino hexane (2) is formed by treating (3) with 10% NaHCO3 solution. (M.W. 356, M.P. 70° C.). Then the purified product (3) (6.45 g, 0.015 mol) is dissolved in 200 ml of absolute ethanol. 150 ml of concentrated HCl solution is added slowly and the mixture refluxed for one and a half hour at 85° to 95° C. The refluxing is stopped and the reaction mixture cooled to about 30° C. using an ice bath. Then 150 ml of distilled water is added and stirred for another half hour at 30° C. The entire solvent is evaporated with a rotary evaporator. The residue is then dissolved into an isopropanol-ethylacetate mixture for crystallization. Further, recrystallization is carried out in the same solvent system. The resulting white powder-like crystal is 1,6-dihydroxylamino hexane hydrochloride (4) (M.W. 221, M.P. 135° C.). The yield is 56%. The free base form of (4), 1,6-dihydroxylamine hexane (5) can be obtained by treating (4) with mild base, such as NaHCO3 solution.

1. temperaturethe mixture refluxed for one and a half hour at 85° to 95° C
2. customThe entire solvent is evaporated with a rotary evaporator
3. dissolutionThe residue is then dissolved into an isopropanol-ethylacetate mixture for crystallization
4. customFurther, recrystallization