Hydrochloric Acid → 2-bromo-3-cyclohexyl-1H-indole-6-carboxylic acid

HRID 1394890

Reaktionsgleichung

Reaktionsgleichung von HRID 1394890
[Br:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)=[CH:8][CH:7]=[C:6]([C:17]([O:19]C)=[O:18])[CH:5]=2.[Li+].[OH-].Cl>CO.C1COCC1.O.O>[Br:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)=[CH:8][CH:7]=[C:6]([C:17]([OH:19])=[O:18])[CH:5]=2

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 11175076Methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate

Produkt 1

HCID 5142612-bromo-3-cyclohexyl-1H-indole-6-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 21892291Methanol tetrahydrofuran waterLösungsmittel

Versuchsvorschrift

A solution of methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate (20 g, 60 mmol) and LiOH (3.8 g, 160 mmol) in MeOH/THF/H2O (1:1:1, 300 mL) was heated at 90° C. for 2 h. The reaction mixture was cooled in an ice/H2O bath, neutralized with 1M HCl (˜160 mL) diluted with H2O (250 mL) and stirred for 1 h at rt. The precipitates were collected by filtration rinse with H2O and dried to yield 2-bromo-3-cyclohexyl-1H-indole-6-carboxylic acid (quant.) which was used without further purification.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled in an ice/H2O bath
  2. filtrationThe precipitates were collected by filtration
  3. washrinse with H2O
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-8ffa9cdb235349c398deb8ceb9ab5ace
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07348425B2

Verknüpfte Notizen

Wird geladen…