HCID 68571590, Verbindung → tert-Butyl 3-[4-ethyl-3-(3-methoxypropoxy)benzyloxy]-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate

HRID 1176281Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1176281
[CH3:1][O:2][C:3]1[CH:49]=[CH:48][CH:47]=[CH:46][C:4]=1[CH2:5][O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]2[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:19][CH:18]2[O:30][CH2:31][C:32]2[CH:37]=[CH:36][C:35]([CH:38]=[CH2:39])=[C:34]([O:40][CH2:41][CH2:42][CH2:43][O:44][CH3:45])[CH:33]=2)=[CH:13][CH:12]=1>C(N(CC)CC)C.CO.[Pd]>[CH2:38]([C:35]1[CH:36]=[CH:37][C:32]([CH2:31][O:30][CH:18]2[CH:17]([C:14]3[CH:13]=[CH:12][C:11]([O:10][CH2:9][CH2:8][CH2:7][O:6][CH2:5][C:4]4[CH:46]=[CH:47][CH:48]=[CH:49][C:3]=4[O:2][CH3:1])=[CH:16][CH:15]=3)[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:19]2)=[CH:33][C:34]=1[O:40][CH2:41][CH2:42][CH2:43][O:44][CH3:45])[CH3:39]

Komponenten

5

Edukt 1

HCID 68571590HCID 68571590, Verbindung

Produkt 1

HCID 68634511tert-Butyl 3-[4-ethyl-3-(3-methoxypropoxy)benzyloxy]-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

The solution of 0.090 g of tert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-[3-(3-methoxypropoxy)-4-vinylbenzyloxy]piperidine-1-carboxylate in 0.090 ml of triethylamine and 5.0 ml of methanol is hydrogenated in the presence of 10 mg of 10% Pd/C over 16 hours. The reaction mixture is clarified by filtration and the filtrate is concentrated by evaporation. The title compound is obtained as an orange oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.23 (1:2 EtOAc-heptane); Rt=30.02 (II).

Aufarbeitung

  1. filtrationThe reaction mixture is clarified by filtration
  2. concentrationthe filtrate is concentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-6c4101455533467697ca05df5edbb69a
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07842688B2

Notizen zur Reaktion

Wird geladen…