Potassium Cyanide → 2-Amino-2-cyano-8-chloro-1,2,3,4-tetrahydronaphthalene

HRID 265338

Reaktionsgleichung

Reaktionsgleichung von HRID 265338
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH2:10][C:9](=O)[CH2:8][CH2:7]2.[C-:13]#[N:14].[K+].[Cl-].[NH4+:17]>C(O)C.O>[NH2:17][C:9]1([C:13]#[N:14])[CH2:8][CH2:7][C:6]2[C:11](=[C:2]([Cl:1])[CH:3]=[CH:4][CH:5]=2)[CH2:10]1

Komponenten

6

Edukt 3

HCID 9032Potassium CyanideHCID 25517Ammonium ChlorideHCID 46232698-Chloro-1,2,3,4-tetrahydronaphthalen-2-one

Produkt 1

HCID 118203212-Amino-2-cyano-8-chloro-1,2,3,4-tetrahydronaphthalene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

To a vigorously stirred solution, maintained under nitrogen, containing 43 mmol of 8-chloro-3,4-dihydro-2(1H)-naphthalenone in 60 ml of ethanol and 30 ml of water are successively added 44 mmol of potassium cyanide and 44 mmol of ammonium chloride. After stirring for 20 hours at 20° C., the mixture is concentrated under vacuum and the residue is taken up in 80 ml of ethyl acetate. This organic phase is washed with water and is then extracted with 1N hydrochloric acid. The aqueous phase is basified with 35% sodium hydroxide and extracted with ethyl acetate. The expected product is obtained after drying and evaporation of the organic phase as a solid.

Aufarbeitung

  1. temperatureTo a vigorously stirred solution, maintained under nitrogen
  2. concentrationthe mixture is concentrated under vacuum
  3. washThis organic phase is washed with water
  4. extractionis then extracted with 1N hydrochloric acid
  5. extractionextracted with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-9de5389e5f984306a0a0ef9a71726e91
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05648374

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