p-Toluenesulfonic acid → HCID 10268112, Verbindung

HRID 413901Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 413901
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[CH2:9]([O:11][C:12](=[O:26])[CH:13]([C:18](=O)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:14][C:15](=O)[CH3:16])[CH3:10].CC1C=CC(S(O)(=O)=O)=CC=1>C(O)C.C(Cl)(Cl)Cl>[CH2:9]([O:11][C:12]([C:13]1[CH:14]=[C:15]([CH3:16])[N:5]([C:4]2[CH:6]=[CH:7][CH:8]=[C:2]([F:1])[CH:3]=2)[C:18]=1[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)=[O:26])[CH3:10]

Komponenten

6

Edukt 3

HCID 6101p-Toluenesulfonic acidHCID 97423-FluoroanilineHCID 14689358Ethyl 2-benzoyl-4-oxopentanoate

Produkt 1

HCID 10268112HCID 10268112, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

m-Fluoroaniline (5 mmol, 0.6 g), 2-benzoyl-4-oxo-pentanoic acid ethyl ester (5 mmol, 1.2 g), and tosic acid (0.1 g) were combined in ethanol, then heated under reflux. The resulting oil was resuspended in chloroform, then washed with water, 5% sodium bicarbonate, and brine. The organic layer was dried over NaSO4, then the solids filtered away and the solvents removed under vacuum. The named product was recrystallized from ethanol (m.p. 100° C.-101° C.).

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux
  3. washwashed with water, 5% sodium bicarbonate, and brine
  4. dry with materialThe organic layer was dried over NaSO4
  5. filtrationthe solids filtered away
  6. customthe solvents removed under vacuum
  7. customThe named product was recrystallized from ethanol (m.p. 100° C.-101° C.)

Quellen und Nachweise

ORD-Eintrag
ord-896a3295d53643268c5f9736e22bda19
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06569890B2

Notizen zur Reaktion

Wird geladen…