Sodium Bicarbonate → 7-Chloro-2-(4-methoxy-benzyl)-6-(4-oxo-cyclohexyloxy)-2H-isoquinolin-1-one

HRID 2370288Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2370288
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[C:9]2=[O:12])=[CH:4][C:3]=1[O:22][CH:23]1[CH2:32][CH2:31][C:26]2(OCC[O:27]2)[CH2:25][CH2:24]1.C(=O)(O)[O-].[Na+]>Cl.CC(C)=O>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]([CH2:13][C:14]3[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=3)[C:9]2=[O:12])=[CH:4][C:3]=1[O:22][CH:23]1[CH2:24][CH2:25][C:26](=[O:27])[CH2:31][CH2:32]1

Komponenten

4

Edukt 2

HCID 516892Sodium BicarbonateHCID 592260607-Chloro-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one

Produkt 1

HCID 592260557-Chloro-2-(4-methoxy-benzyl)-6-(4-oxo-cyclohexyloxy)-2H-isoquinolin-1-oneAusbeute 69,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 19044839Acetone hydrogen chlorideLösungsmittel

Versuchsvorschrift

1.00 g (2.19 mmol) of 7-chloro-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one (65) were stirred in 9 ml of 6 N HCl/acetone (1:2) at room temperature. After 2 h the reaction mixture was poured on saturated sodium bicarbonate solution and extracted with dichloromethane. The organic layer was dried with magnesium sulfate and evaporated. The crude product was purified by silica gel chromatography to give 630 mg of the title compound. Rt=1.81 min (Method B). Detected mass: 412.2 (M+H+).

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. dry with materialThe organic layer was dried with magnesium sulfate
  3. customevaporated
  4. customThe crude product was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-188a816c250a400c9bc06cc3a7b222b4
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08710077B2

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