Benzenebutanamine → N-[2-((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)ethyl]-N-[2-(4-phenylbutylamino)ethyl]-N-methylamine

HRID 248851Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 248851
Cl.[CH3:2][C@@H:3]1[CH2:8][CH2:7][C@@H:6]([CH:9]([CH3:11])[CH3:10])[C@H:5]([O:12][CH2:13][CH2:14][N:15]([CH2:17][CH2:18]Cl)[CH3:16])[CH2:4]1.[C:20]1([CH2:26][CH2:27][CH2:28][CH2:29][NH2:30])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH3:2][C@@H:3]1[CH2:8][CH2:7][C@@H:6]([CH:9]([CH3:11])[CH3:10])[C@H:5]([O:12][CH2:13][CH2:14][N:15]([CH2:17][CH2:18][NH:30][CH2:29][CH2:28][CH2:27][CH2:26][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH3:16])[CH2:4]1

Komponenten

3

Edukt 2

HCID 83242BenzenebutanamineHCID 67883408N-[2-((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)ethyl]-N-(2-chloroethyl)-N-methylamine hydrochloride

Produkt 1

HCID 57032835N-[2-((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)ethyl]-N-[2-(4-phenylbutylamino)ethyl]-N-methylamineAusbeute 92,1 %

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

3.07 g of N-[2-((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)ethyl]-N-(2-chl oroethyl)-N-methylamine hydrochloride were mixed with 8.8 g of 4-phenylbutylamine. The reaction mixture was stirred at a temperature of 45° C. for 8 hours. The reaction mixture was purified and simultaneously freed of excess 4-phenylbutylamine by chromatography on silica gel using tert.-butyl methyl ether. 3.52 g of oily N-[2-((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)ethyl]-N-[2-(4-phenylbutylamino)ethyl]-N-methylamine were obtained.

Aufarbeitung

  1. customThe reaction mixture was purified

Quellen und Nachweise

ORD-Eintrag
ord-a81fc3b9d72c47d5b085d1cf2565c2ac
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05212173

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