反应详情

A mixture of 0.900 g. (2.97 mmoles) of 3-[4-(1,1-dimethylheptyl)-2-hydroxyphenyl]piperidine, 481 mg. (3.49 mmoles) of anhydrous potassium carbonate and 353 mg. (2.97 mmoles) of 1-bromo-2-propyne in 20 ml. of ethanol is heated at reflux for 22 hours. The reaction mixture is then evaporated and dissolved in 100 ml. of saturated sodium bicarbonate and 200 ml. of dichloromethane. The organic extract is washed with two 150 ml. portions of saturated sodium chloride, dried over magnesium sulfate and evaporated. The residue is purified via column chromatography on 100 g. silica gel eluted with 2% methanol-dichloromethane. The product is crystallized from pentane (117 mg., 11.5%).

1. additionA mixture of 0.900 g
2. temperatureat reflux for 22 hours
3. customThe reaction mixture is then evaporated
4. dissolutiondissolved in 100 ml
5. extractionThe organic extract
6. washis washed with two 150 ml
7. dry with materialportions of saturated sodium chloride, dried over magnesium sulfate
8. customevaporated
9. customThe residue is purified via column chromatography on 100 g
10. washsilica gel eluted with 2% methanol-dichloromethane
11. customThe product is crystallized from pentane (117 mg., 11.5%)