Reaktion #156294

Reaktionsgleichung

tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate

4,7-diphenyl-1,10-phenanthroline

→

tert-butyl 4-[(vinyloxy)methyl]piperidine-1-carboxylate

Lösungsmittel

butylvinyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirring at 75° C. for 2 days
2. 2
   FiltrationThe reaction mixture was filtered through celite
3. 3
   Einengenthe filtrate was concentrated under reduced pressure
4. 4
   SonstigeThe residue was purified by silica gel column chromatography (n-hexane/ethyl acetate)

Vorschrift

4.3 g of tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate, 66 mg of 4,7-diphenyl-1,10-phenanthroline, and 45 mg of palladium acetate were added to 50 mL of butylvinyl ether, followed by stirring at room temperature for 15 minutes, and stirring at 75° C. for 2 days. The reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane/ethyl acetate) to obtain 4.4 g of tert-butyl 4-[(vinyloxy)methyl]piperidine-1-carboxylate.

Quelle