Potassium Iodide → 1'-(2-Phenoxyethyl)-1-methyl-2-oxo-indoline-3-spiro-4'-piperidine hydrochloride

HRID 224612

Reaktionsgleichung

Reaktionsgleichung von HRID 224612
[O:1]([CH2:8][CH2:9][Cl:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:11][N:12]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:14]2([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[C:13]1=[O:26].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>O.CN(C)C=O>[ClH:10].[O:1]([CH2:8][CH2:9][N:17]1[CH2:18][CH2:19][C:14]2([C:20]3[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:12]([CH3:11])[C:13]2=[O:26])[CH2:15][CH2:16]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

7

Edukt 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 12156Benzene, (2-chloroethoxy)-HCID 215841551-Methylspiro[indoline-3,4'-piperidin]-2-one

Produkt 1

HCID 705944601'-(2-Phenoxyethyl)-1-methyl-2-oxo-indoline-3-spiro-4'-piperidine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 1.63 g of phenoxyethylchloride, 1.5 g of 1-methyl-2-oxo-indoline-3-spiro-4'-piperidine, 1.44 g of anhydrous potassium carbonate, 0.1 g of potassium iodide and 30 ml of dimethylformamide was stirred at 90°-100° C. for 5 hours. The resulting mixture was poured into water and was extracted with diethylether. The extract was washed with water, dried over anhydrous sodium sulfate and concentrated in vacuo. Thus obtained oil was treated with hydrochloric acid to give 1'-(2-phenoxyethyl)-1-methyl-2-oxo-indoline-3-spiro-4'-piperidine hydrochloride

Aufarbeitung

  1. extractionwas extracted with diethylether
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo
  5. additionThus obtained oil was treated with hydrochloric acid

Quellen und Nachweise

ORD-Eintrag
ord-c453dcfec0cf41048b5306cdb9a7f3c2
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04233307

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