Sodium Carbonate → 1-Chloro-6-methoxy-7-methylisoquinoline
Reaktionsgleichung
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH3:13])[C:9](=O)[NH:8][CH:7]=[CH:6]2.P(Cl)(Cl)([Cl:17])=O.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1>[Cl:17][C:9]1[C:10]2[C:5](=[CH:4][C:3]([O:2][CH3:1])=[C:12]([CH3:13])[CH:11]=2)[CH:6]=[CH:7][N:8]=1Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
A suspension of 6-methoxy-7-methyl-2H-isoquinolin-1-one (5 g, 26.45 mmol) was treated at room temperature with phosphorus oxychloride (22 ml). The mixture was heated at 100° C. for 1 h with stirring then concentrated in vacuo to give a residue. Toluene was added to the residue which was further concentrated in-vacuo to give a residue which was taken up in toluene and slowly added to saturated aqueous sodium carbonate. The toluene layer was then separated. The aqueous layer was further mixed and extracted with toluene. The combined toluene layers were dried (MgSO4) and concentrated in vacuo to give a residue. The residue was triturated with diethyl ether then filtered and dried in vacuo to give 1-chloro-6-methoxy-7-methyl-isoquinoline (4 g, 19.32 mmol).
Aufarbeitung
- concentrationthen concentrated in vacuo
- customto give a residue
- customto give a residue which
- customThe toluene layer was then separated
- additionThe aqueous layer was further mixed
- extractionextracted with toluene
- dry with materialThe combined toluene layers were dried (MgSO4)
- concentrationconcentrated in vacuo
- customto give a residue
- customThe residue was triturated with diethyl ether
- filtrationthen filtered
- customdried in vacuo
Quellen und Nachweise
- ORD-Eintrag
- ord-04526d70d18d4bf1bd7df4fc422e2daf
- Quelldatensatz
- uspto-grants-2011_02
- Patentnummer
- US07893088B2
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