반응 #156201
ord-5ebe8529af324a4c958c08808cf03096
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시약
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후처리
- 1온도The reaction mixture was cooled to room temperature
- 2workup.STIRRINGstirred at 60° C. for 24 hours
- 3추출the extraction with ethyl acetate
- 4세척The organic layer was washed with a saturated sodium chloride aqueous solution
- 5건조dried over anhydrous sodium sulfate
- 6농축concentrated under reduced pressure
- 7기타The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1→0:1)
- 8기타condensed under reduced pressure
- 9workup.STIRRINGthe liquid was stirred at room temperature
- 10기타The precipitated insoluble product was separated
- 11세척washed with ether
- 12기타dried
실험 절차
Sodium iodide (113 mg) was added to a DMF solution (5 ml) of N-(3-chloropropyl)-N-(2-methylbenzyl)-N-(2-pyridin-3-ylethyl)amine (151 mg), and stirred at 60° C. for 1 hours. The reaction mixture was cooled to room temperature. Potassium carbonate (104 mg) and 6-hydroxyquinoline (87 mg) were then added to the reaction mixture and stirred at 60° C. for 24 hours. The reaction mixture was added to ice water, and the extraction with ethyl acetate was performed. The organic layer was washed with a saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1→0:1). The purified product was condensed under reduced pressure. A 4N-hydrogen chloride in ethyl acetate solution (0.014 ml) was added to a ethyl acetate solution (1 ml) of the residue, and the liquid was stirred at room temperature. The precipitated insoluble product was separated, washed with ether, and dried to give the title compound (7.6 mg) as a brown powder.