Ethyl Acetoacetate → Ethyl 2-{4-[15-(trifluoromethyl)pentadecylamino]benzoyl}acetoacetate

HRID 1105913Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1105913
[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[H-].[Na+].Cl.[F:13][C:14]([F:41])([F:40])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][NH:30][C:31]1[CH:39]=[CH:38][C:34]([C:35](Cl)=[O:36])=[CH:33][CH:32]=1>COCCOC>[F:13][C:14]([F:41])([F:40])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][NH:30][C:31]1[CH:39]=[CH:38][C:34]([C:35]([CH:2]([C:3]([CH3:5])=[O:4])[C:1]([O:7][CH2:8][CH3:9])=[O:6])=[O:36])=[CH:33][CH:32]=1

Komponenten

5

Edukt 3

HCID 8868Ethyl AcetoacetateHCID 24758Sodium hydrideHCID 205493174-[15-(Trifluoromethyl)pentadecylamino]benzoyl chloride hydrochloride

Produkt 1

HCID 20549413Ethyl 2-{4-[15-(trifluoromethyl)pentadecylamino]benzoyl}acetoacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel3×

Versuchsvorschrift

A solution of 21.6 g. of ethyl acetoacetate and 10 ml. of 1,2-dimethoxyethane is added to a suspension of 4.0 g. of sodium hydride in 1,2-dimethoxyethane under argon. A solution of 17.3 g. of 4-[15-(trifluoromethyl)pentadecylamino]benzoyl chloride hydrochloride in 1,2-dimethoxyethane is then added. The reaction mixture is refluxed for 5 hours, cooled, poured on ice and extracted with ether. The ether solution is washed with water and saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated to dryness. Recrystallization from ether affords the product as a white solid.

Aufarbeitung

  1. temperatureThe reaction mixture is refluxed for 5 hours
  2. temperaturecooled
  3. additionpoured on ice
  4. extractionextracted with ether
  5. washThe ether solution is washed with water and saturated sodium chloride solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated to dryness
  8. customRecrystallization from ether

Quellen und Nachweise

ORD-Eintrag
ord-d9d431f813b64d788e30ecfdb7dce907
Quelldatensatz
uspto-grants-1982_01
Patentnummer
US04310545

Notizen zur Reaktion

Wird geladen…