反应详情

温度

105 °C

A 200 ml Kjeldahl flask equipped with a cooling condenser and a thermometer was charged with a solution of 4.72 g of piperidine in 20 ml of o-xylene, a solution of 7.99 g of m-bromoanisole in 20 ml of o-xylene, and a solution of 5.66 g of NaOBut in 20 ml of o-xylene, and further with a solution of 48 mg of palladium acetate in 5 ml of o-xylene (the ratio of palladium atom/m-bromoanisole=0.5% by mole). The flask was flushed with nitrogen for about 20 minutes while the content was stirred, and 0.2 ml of tri-tert.-butylphosphine was added. Then the mixture was heated to 105° C., and maintained at that temperature for 3 hours with stirring. After completion of the reaction, 80 ml of water was added to cool the reaction product. The mixture was introduced in a separatory funnel and the organic phase was separated. The lower aqueous phase was extracted with 40 ml of o-xylene. The organic phase was dried over sodium sulfate, concentrated, and then distilled to give N-(3-methoxyphenyl)piperidine. The yield of the isolated compound was 95% by mole.

1. customA 200 ml Kjeldahl flask equipped with a cooling condenser
2. customThe flask was flushed with nitrogen for about 20 minutes while the content
3. addition0.2 ml of tri-tert.-butylphosphine was added
4. temperaturemaintained at that temperature for 3 hours
5. stirringwith stirring
6. customAfter completion of the reaction, 80 ml of water
7. additionwas added
8. temperatureto cool the reaction product
9. additionThe mixture was introduced in a separatory funnel
10. customthe organic phase was separated
11. extractionThe lower aqueous phase was extracted with 40 ml of o-xylene
12. dry with materialThe organic phase was dried over sodium sulfate
13. concentrationconcentrated
14. distillationdistilled