Reacción #328769

Ecuación de reacción

N2

4-chloro-N-methylpiperidine

ethyl bromide

2-fluorobenzonitrile

NH4Cl

→

product

Rendimiento 64.4%

4-(2-fluoro-phenyl)-1-methylpiperidine

Rendimiento 64.4%

Disolventes

tetrahydrofuran

THF

THF

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter completion of drop-addition
2. 2
   Temperaturaat reflux for one hour
3. 3
   workup.ADDITIONAfter completion of drop-addition
4. 4
   Temperaturareflux for 2 hours
5. 5
   TemperaturaThe reaction solution is cooled
6. 6
   Extracciónis extracted with diethyl ether
7. 7
   Otroevaporated to dryness
8. 8
   OtroThe fractions at 124° C. are collected

Procedimiento

800 ml of THF solution of 4-chloro-N-methylpiperidine (245 g, 1.8 mol) is drop-added slowly to 250 ml of tetrahydrofuran wherein Mg powder (55.7 g, 2.3 mol) and small amount of ethyl bromide are added under coverage of N2. After completion of drop-addition, a reaction is carried out at reflux for one hour. The reaction solution is drop-added 440 ml of THF solution of 2-fluorobenzonitrile (222 g, 1.8 mol). After completion of drop-addition, a reaction is carried out at reflux for 3 hours and at room temperature for 13 hours; thereafter the reaction solution is poured into 2.3 L of water containing 700 g of NH4Cl and then reflux for 2 hours. The reaction solution is cooled and then is extracted with diethyl ether, and the extracting solutions are combined, evaporated to dryness and fractioned. The fractions at 124° C. are collected to obtain 224 g of a product.

Fuente