Potassium Carbonate → N-(3-(6,7-dimethoxyquinolin-4-yloxy)propyl)phthalimide

HRID 853262

Reaktionsgleichung

Reaktionsgleichung von HRID 853262
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[OH:15].Br[CH2:17][CH2:18][CH2:19][N:20]1[C:24](=[O:25])[C:23]2=[CH:26][CH:27]=[CH:28][CH:29]=[C:22]2[C:21]1=[O:30].C(=O)([O-])[O-].[K+].[K+].CN(C=O)C.CN(C)C=O>O1CCCC1.C(OCC)(=O)C.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][CH2:17][CH2:18][CH2:19][N:20]1[C:24](=[O:25])[C:23]2=[CH:26][CH:27]=[CH:28][CH:29]=[C:22]2[C:21]1=[O:30]

Komponenten

8

Edukt 4

HCID 11430Potassium CarbonateHCID 21611N-3-BromopropylphthalimideHCID 17824068DMF dimethylformamideHCID 178486804HCID 178486804, Verbindung

Produkt 1

HCID 22936492N-(3-(6,7-dimethoxyquinolin-4-yloxy)propyl)phthalimideAusbeute 14,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

6,7-Dimethoxy-4-hydroxyquinoline (4.0 g, 19.5 mM), N-(3-bromopropyl)phthalimide (5.8 g, 21.5 mM), potassium carbonate (5.4 g, 39 mM) and DMF dimethylformamide (20 ml) were stirred at 60° C. for 1.5 hours. Water, ethyl acetate and tetrahydrofuran were added to the reaction solution for extraction. The solid which precipitated after standing for a period was filtered out to obtain N-(3-(6,7-dimethoxyquinolin-4-yloxy)propyl)phthalimide (1.1 g).

Aufarbeitung

  1. customThe solid which precipitated
  2. waitafter standing for a period
  3. filtrationwas filtered out

Quellen und Nachweise

ORD-Eintrag
ord-2cda75dfc51a483b95bc14dd51552ded
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07253286B2

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