Acetone → 5-Chloro-2-(4-methoxyphenoxy)benzenamine

HRID 27623Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 27623
COC1C=CC([C:9]2[C:10]([N+]([O-])=O)=[C:11]([O:16][C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[C:19](C4C=CC(OC)=CC=4)[C:18]=3[N+:32]([O-])=O)[CH:12]=[CH:13][C:14]=2Cl)=CC=1.C[C:39](C)=[O:40].S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[Cl:23][C:20]1[CH:21]=[CH:22][C:17]([O:16][C:11]2[CH:10]=[CH:9][C:14]([O:40][CH3:39])=[CH:13][CH:12]=2)=[C:18]([CH:19]=1)[NH2:32]

Komponenten

5

Edukt 3

HCID 180AcetoneHCID 24489Sodium DithioniteHCID 57238430HCID 57238430, Verbindung

Produkt 1

HCID 24878325-Chloro-2-(4-methoxyphenoxy)benzenamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

An 80.0 g. portion of the above nitro derivative in 800 ml. of acetone is added to 320.0 g. of sodium hydrosulfite in 800 ml. of water. The mixture is heated to reflux on a steam bath for one hour, cooled and extracted with benzene. The benzene extract is washed with water, dried over anhydrous sodium sulfate, and evaporated in vacuo to a yellow oil. Treatment in hexane, with cooling produces crystals of 5-chloro-2-(p-methoxyphenoxy)-aniline.

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureto reflux on a steam bath for one hour
  3. temperaturecooled
  4. extractionextracted with benzene
  5. extractionThe benzene extract
  6. washis washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. customevaporated in vacuo to a yellow oil
  9. temperatureTreatment in hexane, with cooling

Quellen und Nachweise

ORD-Eintrag
ord-88a787f9ffe8471d837f061f01e8337d
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04221714

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