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3-Chloropropionyl chloride → 3-Chloro-1-(4-formyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-1-propanone

HRID 429729
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 429729
[CH:1]([N:3]1[CH2:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[O:6][CH2:5][CH2:4]1)=[O:2].[Cl:14][CH2:15][CH2:16][C:17](Cl)=[O:18].[Cl-].[Al+3].[Cl-].[Cl-]>ClCCCl>[Cl:14][CH2:15][CH2:16][C:17]([C:11]1[CH:12]=[CH:13][C:7]2[O:6][CH2:5][CH2:4][N:3]([CH:1]=[O:2])[CH2:9][C:8]=2[CH:10]=1)=[O:18]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 693643-Chloropropionyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 118195761,4-Benzoxazepine-4(5H)-carboxaldehyde, 2,3-dihydro-

Produkt 1

HCID 183526783-Chloro-1-(4-formyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-1-propanoneAusbeute 75,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-Dichloroethane
Lösungsmittel

Versuchsvorschrift

To a solution of 1.7 g of 4-formyl-2,3,4,5-tetrahydro-1,4-benzoxazepine and 1.28 g of 3-chloropropionyl chloride in 20 ml of 1,2-dichloroethane was added 3.0 g of aluminum chloride by portions. The mixture was stirred for 6 hours under reflux. The reaction mixture was poured into ice-water, and the resultant was subjected to extraction with dichloromethane. The extract was washed with water, dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by means of silica gel column chromatography (developing solvent: ethyl acetate) to give 1.95 g of the title compound as a colorless oily substance.

Aufarbeitung

  1. temperatureunder reflux
  2. extractionthe resultant was subjected to extraction with dichloromethane
  3. washThe extract was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe residue was purified by means of silica gel column chromatography (developing solvent: ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-048863db7e434cf49fc24558ed2b8f71
Quelldatensatz
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06319916B1

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