Reaktion #67992

Reaktionsgleichung

methyl 1-benzyl-4-(3-hydroxy-1-propin-1-yl)-1,2,5,6-tetrahydropyridine-3-carboxylate

→

methyl 1-benzyl-4-(3-hydroxypropyl)piperidine-3-carboxylate

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGthe mixture was stirred for 2 hours under a hydrogen atmosphere
3. 3
   FiltrationThe insoluble material filtered off
4. 4
   Sonstigethe solvent was removed under reduced pressure
5. 5
   SonstigeThe residue thus obtained
6. 6
   Sonstigewas purified by silica gel column chromatography [eluent; hexane:ethyl acetate 1:2]

Vorschrift

To 40 mL of an ethanol solution containing 2.6 g of methyl 1-benzyl-4-(3-hydroxy-1-propin-1-yl)-1,2,5,6-tetrahydropyridine-3-carboxylate, 1.0 g of palladium carbon was added, and the mixture was stirred for 2 hours under a hydrogen atmosphere. Thereto was added 0.7 g of palladium carbon, and the mixture was stirred for 2 hours under a hydrogen atmosphere. The insoluble material filtered off, and the solvent was removed under reduced pressure. The residue thus obtained was purified by silica gel column chromatography [eluent; hexane:ethyl acetate 1:2] to obtain 0.50 g of a brown oily substance, methyl 1-benzyl-4-(3-hydroxypropyl)piperidine-3-carboxylate.

Quelle