Hydrochloric Acid → 5-methyl-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxylic acid

HRID 1748271Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1748271
[OH-].[Na+].[CH3:3][CH:4]1[N:10]2[C:11]3[CH:12]=[C:13]([C:18]([O:20]CC)=[O:19])[CH:14]=[CH:15][C:16]=3[CH:17]=[C:9]2[C:8](=[O:23])[NH:7][CH2:6][CH2:5]1.Cl>C(O)C>[CH3:3][CH:4]1[N:10]2[C:11]3[CH:12]=[C:13]([C:18]([OH:20])=[O:19])[CH:14]=[CH:15][C:16]=3[CH:17]=[C:9]2[C:8](=[O:23])[NH:7][CH2:6][CH2:5]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67235486ethyl 5-methyl-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxylate

Produkt 1

HCID 672353965-methyl-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxylic acidAusbeute 93,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

1 NaOH solution (60 mL, 60 mmol) is added to a solution of ethyl 5-methyl-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxylate (7.0 g, 24 mmol) in ethanol (75 mL). The reaction mixture is refluxed for 1.5 h. Then the reaction mixture is acidified with 1M HCl and ethanol is removed under vacuum. The resulting solid is filtered, washed with water and dried to afford the title compound (5.8 g, 92%) as a solid.

Aufarbeitung

  1. temperatureThe reaction mixture is refluxed for 1.5 h
  2. customis removed under vacuum
  3. filtrationThe resulting solid is filtered
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b4099f8b93fd4d88b2fd38f6f876c00e
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09150577B2

Notizen zur Reaktion

Wird geladen…