Potassium Carbonate → 1'-[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]-1,2,3,5,6,7,8,8a-octahydro-2-oxo-imidazo[1,2-a]pyridine-3-spiro-4'-piperidine dihydrochloride monohydrate

HRID 1156770Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1156770
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH2:9][CH2:8][C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]1=2.[O:20]=[C:21]1[C:29]2([CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[N:24]2[CH2:25][CH2:26][CH2:27][CH2:28][CH:23]2[NH:22]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[OH2:20].[ClH:1].[ClH:1].[CH:16]1[C:7]2[CH2:8][CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:5]([CH2:4][CH2:3][CH2:2][N:32]3[CH2:31][CH2:30][C:29]4([N:24]5[CH2:25][CH2:26][CH2:27][CH2:28][CH:23]5[NH:22][C:21]4=[O:20])[CH2:34][CH2:33]3)[C:6]=2[CH:19]=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 2867795-(3-Chloropropyl)-10,11-dihydro-5H-dibenz[b,f]azepineHCID 130027121,2,3,5,6,7,8,8a-Octahydro-2-oxoimidazo[1,2-a]pyridine-3-spiro-4'-piperidine

Produkt 1

HCID 128312411'-[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]-1,2,3,5,6,7,8,8a-octahydro-2-oxo-imidazo[1,2-a]pyridine-3-spiro-4'-piperidine dihydrochloride monohydrateAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 23 g of 5-(3-chloropropyl)-10,11-dihydro-5H-dibenz[b,f]azepine, 15 g of 1,2,3,5,6,7,8,8a-octahydro-2-oxo-imidazo[1,2-a]pyridine-3-spiro-4'-piperidine and 10 g of anhydrous potassium carbonate in 100 ml of ethanol is boiled under reflux for 48 hours. The ethanol is then distilled off under reduced pressure. The residue is added to 80 ml of toluene, and the insoluble matter is filtered off. The filtrate is washed with two 50 ml portions of water, and alcoholic hydrochloric acid is added. The precipitated crystals are collected by filtration and recrystallized from methanol to give 1'-[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]-1,2,3,5,6,7,8,8a-octahydro-2-oxo-imidazo[1,2-a]pyridine-3-spiro-4'-piperidine dihydrochloride monohydrate as white crystals, m.p. 258° C., 70% yield.

Aufarbeitung

  1. temperatureunder reflux for 48 hours
  2. distillationThe ethanol is then distilled off under reduced pressure
  3. additionThe residue is added to 80 ml of toluene
  4. filtrationthe insoluble matter is filtered off
  5. washThe filtrate is washed with two 50 ml portions of water, and alcoholic hydrochloric acid
  6. additionis added
  7. filtrationThe precipitated crystals are collected by filtration
  8. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-0e82f1d9323948d2a4f1612cf807e026
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04337260

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