Water → Ethyl 4-(2-Chlorodibenz[b,f][1,4]oxazepin-11-yl)-l-piperazineacetate

HRID 2225363

Reaktionsgleichung

Reaktionsgleichung von HRID 2225363
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[N:8]=[C:7]([N:16]3[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]3)[C:6]=2[CH:22]=1.Br[CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[N:8]=[C:7]([N:16]3[CH2:21][CH2:20][N:19]([CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH2:18][CH2:17]3)[C:6]=2[CH:22]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 2170AmoxapineHCID 7748Ethyl bromoacetateHCID 11430Potassium Carbonate

Produkt 1

HCID 15224710Ethyl 4-(2-Chlorodibenz[b,f][1,4]oxazepin-11-yl)-l-piperazineacetateAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 3.4 g of 2-chloro-11-(1-piperazinyl)dibenz[b,f][1,4]oxazepine, 2.00 g of ethyl bromoacetate and 1.38 g of potassium carbonate in 16 ml of N,N-dimethylformamide was stirred at 60°-70° C. for 3 hrs. After cooling, water was added to the reaction mixture and extracted with ether. The etheral layer was washed with water, dried and concentrated. The residue was chromatographed on silica gel using a mixture of n-hexane and ethyl acetate (2:1 and 1:1) as eluents to give 3.12 g of yellow crystals, which were recrystallized from n-hexane to give yellow prisms, mp 123°-123.5° C.

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionextracted with ether
  3. washThe etheral layer was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was chromatographed on silica gel using
  7. additiona mixture of n-hexane and ethyl acetate (2:1 and 1:1) as eluents

Quellen und Nachweise

ORD-Eintrag
ord-8acf82bddd3b40eb9a38a3cc50e542c7
Quelldatensatz
uspto-grants-1994_09
Patentnummer
US05344828

Verknüpfte Notizen

Wird geladen…