Chloroform → HCID 13314616, Verbindung

HRID 543575

Reaktionsgleichung

Reaktionsgleichung von HRID 543575
Cl.[O:2]1[CH2:6][CH2:5][CH2:4][NH:3]1.C(Cl)(Cl)Cl.[Cl:11][CH:12]([CH3:16])[C:13](Cl)=[O:14].C(N(CC)CC)C>O>[Cl:11][CH:12]([CH3:16])[C:13]([N:3]1[CH2:4][CH2:5][CH2:6][O:2]1)=[O:14]

Komponenten

6

Edukt 4

HCID 6212ChloroformHCID 8471TriethylamineHCID 1110192-Chloropropionyl chlorideHCID 12304500Isoxazolidine hydrochloride

Produkt 1

HCID 13314616HCID 13314616, VerbindungAusbeute 91,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a mixture of isoxazolidine hydrochloride (11.0 g) and chloroform (200 ml) was added (±)-2-chloropropionyl chloride (13.3 g) under ice-cooling and stirring and then added dropwise triethylamine (22.2 g) under the same conditions. The stirring was continued at room temperature for further one hour, after which an amount of water was added to the reaction mixture to form layers. The organic layer thus separated was washed with 1 N hydrochloric acid and then with a 5% aqueous sodium bicarbonate solution and dried over anhydrous sodium sulfate. Removal of the solvent by a distillation in vacuo gave N-[(±)-2-chloropropionyl]isoxazolidine (15.0 g) as a pale yellow oil. Purification of the oil by silica gel column chromatography afforded a colorless oil. nD20 =1.4918.

Aufarbeitung

  1. temperaturecooling
  2. customto form layers
  3. customThe organic layer thus separated
  4. washwas washed with 1 N hydrochloric acid
  5. dry with materialwith a 5% aqueous sodium bicarbonate solution and dried over anhydrous sodium sulfate
  6. customRemoval of the solvent
  7. distillationby a distillation in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a2395f5bbfa940c9a5a470319191bb8c
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04447259

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