Methanol → N-acetyl-4-(2-methoxy-n-propoxy)piperidine
Reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][CH2:11][CH:12]=[CH2:13])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[CH3:14][OH:15]>>[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][CH2:11][CH:12]([O:15][CH3:14])[CH3:13])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]Participants
3
Procedure
This compound was prepared similarly to Example F, starting from N-acetyl-4-allyloxypiperidine and mercuric acetate in methanol. To improve the conversion of starting material to product the mercuric acetate/methanol treatment was repeated twice to give N-acetyl-4-(2-methoxy-n-propoxy)piperidine, which was hydrolyzed in sodium hydroxide and methanol solution to give 4-(2-methoxy-n-propoxy)piperidine. A sample was characterized as the oxalate salt, m.p. 89°-91° C.
Workup
- customThis compound was prepared similarly to Example F
Sources & evidence
- ORD record
- ord-ec622337630941358cf0f07033a81667