1-Aminocyclohexanecarboxylic acid → 1-[(4-Fluorobenzoyl)amino]cyclohexanecarboxylic acid

HRID 73834

Reaktionsgleichung

Reaktionsgleichung von HRID 73834
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[NH2:11][C:12]1([C:18]([OH:20])=[O:19])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C(=O)([O-])[O-].[Na+].[Na+]>CCOCC.O>[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:11][C:12]2([C:18]([OH:20])=[O:19])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[O:7])=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 13661-Aminocyclohexanecarboxylic acidHCID 10340Sodium CarbonateHCID 678794-Fluorobenzoyl chloride

Produkt 1

HCID 246939621-[(4-Fluorobenzoyl)amino]cyclohexanecarboxylic acidAusbeute 660,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

Under ice-cooling, a solution of 25.0 g (15.8 mmol) of 4-fluorobenzoyl chloride in 30 ml of ether was added dropwise to a mixture solution of 22.6 g (15.8 mmol) of 1-aminocyclohexanecarboxylic acid and 25.0 g (23.7 mmol) of sodium carbonate in 100 ml of ether and 300 ml of water, and the mixture was stirred at room temperature overnight. After the ether layer was separated, under ice-cooling, the aqueous layer was neutralized by concentrated hydrochloric acid, and the precipitated crystal was collected by filtration to obtain 27.7 g (66%) of the title compound.

Aufarbeitung

  1. temperatureUnder ice-cooling
  2. customAfter the ether layer was separated, under ice-
  3. temperaturecooling
  4. filtrationthe precipitated crystal was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-d50fc66175b24123880bd765c01f38df
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829209B2

Verknüpfte Notizen

Wird geladen…