HCID 2794448, Verbindung → HCID 21257365, Verbindung

HRID 636073Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 636073
C[O:2][C:3]1[CH:12]=[C:11]([O:13]C)[CH:10]=[C:9]2[C:4]=1[C:5]([CH3:16])=[CH:6][C:7](=[O:15])[NH:8]2.[Cl-].[Al+3].[Cl-].[Cl-].C(Cl)(Cl)Cl.CO>ClC1C=CC=CC=1>[OH:2][C:3]1[CH:12]=[C:11]([OH:13])[CH:10]=[C:9]2[C:4]=1[C:5]([CH3:16])=[CH:6][C:7](=[O:15])[NH:8]2

Komponenten

5

Edukt 3

HCID 2794448HCID 2794448, VerbindungHCID 6451240Aluminum(III) ChlorideHCID 21584188Chloroform methanol

Produkt 1

HCID 21257365HCID 21257365, VerbindungAusbeute 96,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7964ChlorobenzeneLösungsmittel

Versuchsvorschrift

To a stirred solution of compound 11 (12.5 g, 57.07 mmol) in chlorobenzene (100 mL), aluminium chloride (37 g, 285.3 mmol) was added in portions over a period of 10 min and heated at 100° C. overnight (TLC chloroform: methanol 9:1, Rf=0.2). The reaction mixture was then cooled to room temperature, poured on crushed ice (300 g) and stirred well for 30 min. The solid separated was filtered washed with water till neutral to pH. It was then washed with hexane (50 mL) and dried to give product 5,7-dihydroxy-4-methyl-1,2-dihydro-2-quinolinone (13, 10.5 g) in 96% yield as a dark brown solid. M.P. >300° C.

Aufarbeitung

  1. additionpoured
  2. customThe solid separated
  3. filtrationwas filtered
  4. washwashed with water till neutral
  5. washIt was then washed with hexane (50 mL)
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-86af25b5c5fc447892498fb032a94565
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06191279B1

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