Water → HCID 18650307, Verbindung

HRID 1613129Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1613129
[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([OH:9])=O.[CH3:10][O:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][C:21]=1[O:22][CH3:23])[CH2:18][CH:17]([NH2:24])[CH2:16][CH2:15]2.CCOC1N(C(OCC)=O)C2C(=CC=CC=2)C=C1.O>CC#N.CCOCC.C(Cl)(Cl)Cl>[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([NH:24][CH:17]1[CH2:16][CH2:15][C:14]2[C:19](=[CH:20][C:21]([O:22][CH3:23])=[C:12]([O:11][CH3:10])[CH:13]=2)[CH2:18]1)=[O:9]

Komponenten

8

Edukt 4

HCID 962WaterHCID 7405L-Pyroglutamic AcidHCID 278332-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinolineHCID 98162656,7-Dimethoxy-1,2,3,4-tetrahydronaphthalen-2-amine

Produkt 1

HCID 18650307HCID 18650307, VerbindungAusbeute 81,6 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 3283Diethyl EtherLösungsmittelHCID 6212ChloroformLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To L-pyroglutamic acid (1 g, 7.7 mmoles) in CH3CN (80 mL), 1,2,3,4-tetrahydro-6,7-dimethoxy-2-naphtylamine (1.59 g, 7.7 mmoles) and EEDQ (2.85 g, 11 mmoles) were added under stirring. To the resulting mixture water was added till complete solubilization and the solution was kept at room temperature under stirring for 20 hours. The solvent was evapored and the residue taken up with CHCl3. Et2O was added under stirring. The solid which formed was filtered off giving 2 g of the title compound. Yield 81%.

Aufarbeitung

  1. customwas kept at room temperature
  2. stirringunder stirring for 20 hours
  3. stirringunder stirring
  4. customThe solid which formed
  5. filtrationwas filtered off

Quellen und Nachweise

ORD-Eintrag
ord-b2ae8d7cfc954e9094b0d93259be5e91
Quelldatensatz
uspto-grants-1993_03
Patentnummer
US05192759

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