Phosphorus oxychloride → 4-Bromo-1-chloro-6-methoxy-3-methylisoquinoline

HRID 606311Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 606311
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[CH:10]=2)[C:5](=O)[NH:4][C:3]=1[CH3:15].O=P(Cl)(Cl)[Cl:18]>>[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[CH:10]=2)[C:5]([Cl:18])=[N:4][C:3]=1[CH3:15]

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 670459194-Bromo-6-methoxy-3-methyl-1,2-dihydroisoquinolin-1-one

Produkt 1

HCID 866159324-Bromo-1-chloro-6-methoxy-3-methylisoquinoline

Versuchsvorschrift

A suspension of 4-bromo-6-methoxy-3-methyl-2H-isoquinolin-1-one (9.3 g, 35 mmol) in POCl3 (50 ml) is refluxed for 1 h. After cooling to room temperature, POCl3 is removed. The residue is diluted with water (50 ml) and neutralized with saturated NaHCO3. The resulting solid is filtered and dried to give 9.8 g of 4-bromo-1-chloro-6-methoxy-3-methyl-isoquinoline. 1H NMR (CDCl3) 8.17 (d, 1H), 7.43 (s, 1H), 7.25 (d, 1H), 4.01 (s, 3H), 2.80 (s, 3H).

Aufarbeitung

  1. temperatureis refluxed for 1 h
  2. customPOCl3 is removed
  3. additionThe residue is diluted with water (50 ml)
  4. filtrationThe resulting solid is filtered
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-5c102b4473d54b21a07d7168a31ad197
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915288B2

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