Hydrochloric Acid → 12-Cyclohexyl-6H-indolo[1,2-c][1,3]benzoxazine-9-carboxylic acid

HRID 1012255Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1012255
[CH:1]1([C:7]2[C:8]3[C:13]([N:14]4[C:19]=2[C:18]2[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=2[O:16][CH2:15]4)=[CH:12][C:11]([C:24]([O:26]C)=[O:25])=[CH:10][CH:9]=3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].Cl>O1CCCC1.CO>[CH:1]1([C:7]2[C:8]3[C:13]([N:14]4[C:19]=2[C:18]2[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=2[O:16][CH2:15]4)=[CH:12][C:11]([C:24]([OH:26])=[O:25])=[CH:10][CH:9]=3)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 11995003HCID 11995003, Verbindung

Produkt 1

HCID 1199488312-Cyclohexyl-6H-indolo[1,2-c][1,3]benzoxazine-9-carboxylic acidAusbeute 68,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of methyl 11-cyclohexyl-5-oxa-6a-azabenzo[a]fluorene-8-carboxylate (40 mg, 0.11 mmol) in tetrahydrofuran (1 ml) and methanol (1 ml) was added 4N aqueous sodium hydroxide solution (1 ml), and the mixture was stirred at 60° C. for 3 hr. 1N Hydrochloric acid was added to the reaction mixture, and the precipitated solid was collected by filtration, washed with hexane and dried in vacuo to give 11-cyclohexyl-5-oxa-6a-azabenzo[a]fluorene-8-carboxylic acid (26 mg, yield 68.4%).

Aufarbeitung

  1. filtrationthe precipitated solid was collected by filtration
  2. washwashed with hexane
  3. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8c721547a6ac47cfb7ab077183e50b65
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977331B1

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