反应详情

2.03 g of (0.01 mol) of 5-acetylamino-2-tetralone, 3.2 g (0.02 mol) of 2-(2-thienyl)-ethyl-aminehydrochloride and 0.75 g (0.012 mol) of sodium cyanoborohydride are dissolved in 30 ml of methanol and stirred for 24 hours at ambient temperature. The mixture is then acidified by the dropwise addition of conc. hydrochloric acid with stirring and cooling with ice. After 10 minutes, 100 ml of water is added whilst stirring continues and then a total of 4.0 g of anhydrous soda is added in batches. Then extraction is carried out with 50 ml of methylene chloride and twice with 25 ml of methylene chloride. The combined extracts are washed with 20 ml of water, dried with sodium sulphate and after separation of the drying agent, concentrated by evaporation in a rotary evaporator, finally at 90° C. and under a complete water-jet vacuum. The residue is dissolved with 5 ml of methanol and 4.0 ml of 2.5 N ethanolic hydrochloric acid and the solution is mixed with diethylether until turbidity is just beginning. After standing for a period of about 12 hours at 5° C. the title compound is suction filtered, washed with ethanol/ether and dried at 80° C. until the weight remains constant. Yield: 3.1 g (88.3% of theory), melting point 276° C. (unchanged after recrystallisation from methanol/ether).

1. stirringwith stirring
2. temperaturecooling with ice
3. waitAfter 10 minutes
4. stirringwhilst stirring
5. additiona total of 4.0 g of anhydrous soda is added in batches
6. extractionThen extraction
7. washThe combined extracts are washed with 20 ml of water
8. dry with materialdried with sodium sulphate
9. customafter separation of the drying agent
10. concentrationconcentrated by evaporation in a rotary evaporator, finally at 90° C. and under a complete water-jet vacuum
11. dissolutionThe residue is dissolved with 5 ml of methanol and 4.0 ml of 2.5 N ethanolic hydrochloric acid
12. additionthe solution is mixed with diethylether until turbidity
13. waitAfter standing for a period of about 12 hours at 5° C.
14. washwashed with ethanol/ether
15. customdried at 80° C. until the weight
16. customYield: 3.1 g (88.3% of theory), melting point 276° C. (unchanged after recrystallisation from methanol/ether)