Reaktion #431466

ord-908e6692c395460fbb5ec4b2619b6875

Reaktionsgleichung

CC(C)(C)OC(=O)NCC1CCNCC1
4-(tert-butoxycarbonylaminomethyl)piperidine
COc1ccc(C2OCCOC2CBr)cc1
3-ethylenedioxy-3-(4-methoxyphenyl)propyl bromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COc1ccc(C2OCCOC2CN2CCC(CNC(=O)OC(C)(C)C)CC2)cc1
1-(3-ethylenedioxy-3-(4-methoxyphenyl)propyl)-4-(tert-butoxycarbonylaminomethyl)piperidine
Ausbeute 77.2%

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe solvent was evaporated under reduced pressure
  2. 2
    Sonstigethe residue was purified by silica gel chromatography (chloroform:methanol=20:1)

Vorschrift

To a solution of 4-(tert-butoxycarbonylaminomethyl)piperidine (9.70 g) in toluene (160 ml) were added 3-ethylenedioxy-3-(4-methoxyphenyl)propyl bromide (13.0 g) and potassium carbonate (18.8 g), and the resulting mixture was stirred at 80° C. for 16.5 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (chloroform:methanol=20:1) to give 14.7 g of 1-(3-ethylenedioxy-3-(4-methoxyphenyl)propyl)-4-(tert-butoxycarbonylaminomethyl)piperidine.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05864039uspto-grants-1999_01