Amoxapine → Ethyl 4-(2-Chlorodibenz[b,f][1,4]oxazepin-11-yl)-1-piperazinepropionate

HRID 2225362

Reaktionsgleichung

Reaktionsgleichung von HRID 2225362
[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.[C:23]([O:27][CH2:28][CH3:29])(=[O:26])[CH:24]=[CH2:25]>C(O)C>[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]([CH2:25][CH2:24][C:23]([O:27][CH2:28][CH3:29])=[O:26])[CH2:18][CH2:17]3)[C:6]=2[CH:22]=1

Komponenten

4

Edukt 2

HCID 2170AmoxapineHCID 8821Ethyl Acrylate

Produkt 1

HCID 19004099Ethyl 4-(2-Chlorodibenz[b,f][1,4]oxazepin-11-yl)-1-piperazinepropionateAusbeute 88,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 3.14 g of 2-chloro-11-(1-piperazinyl)dibenz[b,f][1,4]oxazepine and 1.20 g of ethyl acrylate in 16 ml of ethanol was refluxed for 2 hrs. The reaction mixture was concentrated and 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 3.68 g of yellow crystals, which were recrystallized from a mixture of isopropyl ether and n-pentane to give yellow prisms, mp 73°-75° C.

Aufarbeitung

  1. temperaturewas refluxed for 2 hrs
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was chromatographed on silica gel using
  4. additiona mixture of n-hexane and ethyl acetate (2:1 and 1:1) as eluents

Quellen und Nachweise

ORD-Eintrag
ord-4359d8848c7d4e5288d82b7beea1df2c
Quelldatensatz
uspto-grants-1994_09
Patentnummer
US05344828

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