Potassium Carbonate → 1-(3-Ethylenedioxy-3-(4-methoxyphenyl)propyl)-4-(tert-butoxycarbonylaminomethyl)piperidine

HRID 344284

Reaktionsgleichung

[C:1]([O:5][C:6]([NH:8][CH2:9][CH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:16]1[CH2:23][O:22][CH:19]([CH2:20]Br)[CH:18]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[O:17]1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1>[CH2:16]1[CH2:23][O:22][CH:19]([CH2:20][N:13]2[CH2:12][CH2:11][CH:10]([CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:15][CH2:14]2)[CH:18]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[O:17]1

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

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.

Aufarbeitung

customThe solvent was evaporated under reduced pressure
customthe residue was purified by silica gel chromatography (chloroform:methanol=20:1)

Quellen und Nachweise

ORD-Eintrag: ord-908e6692c395460fbb5ec4b2619b6875
Quelldatensatz: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05864039

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