Sodium Hydroxide → 3'-Chloro-4'-(4-methyl-1-piperazinyl)acetophenone

HRID 1075829

Reaktionsgleichung

Reaktionsgleichung von HRID 1075829
[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][C:7]=1Cl.[CH3:12][N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.[OH-].[Na+]>O>[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][C:7]=1[N:16]1[CH2:17][CH2:18][N:13]([CH3:12])[CH2:14][CH2:15]1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 531671-MethylpiperazineHCID 75841Ethanone, 1-(3,4-dichlorophenyl)-

Produkt 1

HCID 214045803'-Chloro-4'-(4-methyl-1-piperazinyl)acetophenone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

3',4'-Dichloroacetophenone (9.65 g., 0.05 mole) and N-methylpiperazine (10 g., 0.1 mole) are refluxed (165° C) for 24 hours. The solution is cooled and 100 ml. water containing 2 g. of sodium hydroxide is added. The oil is decanted and diluted with 200 ml. of toluene and washed first with dilute alkali then several times with water. The toluene layer is dried with magnesium sulfate and evaporated in vacuo to an oil. The residue is distilled 146°-150° at 0.1-0.3 mm., yield 3.0 g. This product is dissolved in ethyl ether and converted to the hydrochloride using isopropanolic hydrogen chloride and the salt crystallized from acetonitrile. The purified salt is reconverted to the base with dilute sodium hydroxide. The product is extracted using ethyl ether, separated, dried, evaporated to dryness to give 3'-chloro-4'-(4-methyl-1-piperazinyl)acetophenone as a yellow oil.

Aufarbeitung

  1. temperatureThe solution is cooled
  2. customThe oil is decanted
  3. additiondiluted with 200 ml
  4. washof toluene and washed first with dilute alkali
  5. dry with materialThe toluene layer is dried with magnesium sulfate
  6. customevaporated in vacuo to an oil
  7. distillationThe residue is distilled 146°-150° at 0.1-0.3 mm
  8. dissolutionThis product is dissolved in ethyl ether
  9. customthe salt crystallized from acetonitrile
  10. extractionThe product is extracted
  11. customseparated
  12. customdried
  13. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-1b02aa3c29ba46bd9bf4262face867ea
Quelldatensatz
uspto-grants-1976_05
Patentnummer
US03954734

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