Potassium Carbonate → 2-(7-Chloroquinolin-2-yl)methoxy-11-(3-ethoxycarbonylpropylthio)-6,11-dihydrodibenz[b,e]oxepine

HRID 232847Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 232847
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[CH:17]=[C:16]2[C:11]([CH:12]=[CH:13][C:14]([CH2:18][O:19][C:20]3[CH:35]=[CH:34][C:23]4[O:24][CH2:25][C:26]5[CH:33]=[CH:32][CH:31]=[CH:30][C:27]=5[CH:28]([SH:29])[C:22]=4[CH:21]=3)=[N:15]2)=[CH:10][CH:9]=1.Br[CH2:37][CH2:38][CH2:39][C:40]([O:42][CH2:43][CH3:44])=[O:41]>CC(C)=O>[Cl:7][C:8]1[CH:17]=[C:16]2[C:11]([CH:12]=[CH:13][C:14]([CH2:18][O:19][C:20]3[CH:35]=[CH:34][C:23]4[O:24][CH2:25][C:26]5[CH:33]=[CH:32][CH:31]=[CH:30][C:27]=5[CH:28]([S:29][CH2:37][CH2:38][CH2:39][C:40]([O:42][CH2:43][CH3:44])=[O:41])[C:22]=4[CH:21]=3)=[N:15]2)=[CH:10][CH:9]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 76300Ethyl 4-bromobutyrateHCID 233591992-(7-Chloroquinolin-2-yl)methoxy-11-mercapto-6,11-dihydrodibenz[b,e]oxepine

Produkt 1

HCID 233591262-(7-Chloroquinolin-2-yl)methoxy-11-(3-ethoxycarbonylpropylthio)-6,11-dihydrodibenz[b,e]oxepineAusbeute 67,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

0.43 g of potassium carbonate was added to 1 g of 2-(7-chloroquinolin-2-yl)methoxy-11-mercapto-6,11-dihydrodibenz[b,e]oxepine and 0.56 g of ethyl 4-bromobutanoate dissolved in 25 ml of acetone and the mixture was stirred under heating for 3 hours. After completion of the reaction, the reaction mixture was filtered and the filtrate was condensed under reduced pressure. The resulting residue was applied to silica gel column chromatography to obtain 0.86 g of 2-(7-chloroquinolin-2-yl)methoxy-11-(3-ethoxycarbonylpropylthio)-6,11-dihydrodibenz[b,e]oxepine as a brown oily product.

Aufarbeitung

  1. temperatureunder heating for 3 hours
  2. customAfter completion of the reaction
  3. filtrationthe reaction mixture was filtered
  4. customcondensed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-cee62b149fc849b294935b46a407723b
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591752

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