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

HRID 2225361

Reaktionsgleichung

[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.Cl[C:24]([O:26][CH2:27][CH3:28])=[O:25].C(=O)([O-])[O-].[K+].[K+]>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]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:18][CH2:17]3)[C:6]=2[CH:22]=1

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

A mixture of 2.20 g of 2-chloro-11-(1-piperazinyl)dibenz[b,f][1,4]oxazepine, 0.76 g of ethyl chloroformate and 0.97 g of potassium carbonate in 20 ml of N,N-dimethylformamide was stirred at 80° C. for 3 hrs. Ice 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 (1:2) as eluents to give 2.62 g of colorless crystals, which were recrystallized from isopropyl ether to give colorless prisms, mp 121.5°-122.5° C.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag: ord-3a7d3ae34f4c4c6cb85cf3f4240a1400
Quelldatensatz: uspto-grants-1994_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05344828

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