Reaction #62990

Reaction equation

N-(2-chloroethyl)piperidine hydrochloride

sodium iodide

methylamine

→

N-methyl-N-(2-piperidinoethyl)amine

Yield 73.0%

Solvents

methanol

Conditions

Workup

1. 1
   Otherwas reacted at 70° C. in a sealed tube for 20 hours
2. 2
   Temperatureto cool down
3. 3
   Concentrationthe reaction mixture was concentrated under reduced pressure
4. 4
   workup.ADDITIONThe residue was added with ether
5. 5
   workup.ADDITIONfollowed by a further addition of 10 g of ground sodium hydroxide
6. 6
   FiltrationThe insoluble material was filtered off
7. 7
   Concentrationthe filtrate was concentrated under the atmospheric pressure
8. 8
   workup.DISTILLATIONThe residue was distilled under reduced pressure
9. 9
   Otherto give 4.5 g of a fraction at 80° C./18 Torr (yield: 73%)

Procedure

A solution of 8.0 g of N-(2-chloroethyl)piperidine hydrochloride and 0.5 g of sodium iodide in 60 ml of methanol which contained 40% of methylamine was reacted at 70° C. in a sealed tube for 20 hours. After allowing the reaction mixture to cool down, the reaction mixture was concentrated under reduced pressure. The residue was added with ether, followed by a further addition of 10 g of ground sodium hydroxide. The resulting mixture was stirred for 2 hours. The insoluble material was filtered off and the filtrate was concentrated under the atmospheric pressure. The residue was distilled under reduced pressure to give 4.5 g of a fraction at 80° C./18 Torr (yield: 73%).

Source