Hydrochloric Acid → 2,4'-Dimethyl-3-(4-isobutylpiperazino)propiophenone dihydrochloride

HRID 1277382

반응식

HRID 1277382 반응식
[ClH:1].[CH3:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:12])[CH2:10][CH3:11])=[CH:5][CH:4]=1.Cl.Cl.[CH2:15]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)[CH:16]([CH3:18])[CH3:17].O1CC[CH2:28]OO1>CCOCC.C(O)C.C1(C)C=CC=CC=1.[N+](C)([O-])=O>[ClH:1].[ClH:1].[CH3:11][CH:10]([CH2:28][N:22]1[CH2:23][CH2:24][N:19]([CH2:15][CH:16]([CH3:18])[CH3:17])[CH2:20][CH2:21]1)[C:9]([C:6]1[CH:7]=[CH:8][C:3]([CH3:2])=[CH:4][CH:5]=1)=[O:12]

참가 물질

9

반응물 4

HCID 313Hydrochloric AcidHCID 21429p-MethylpropiophenoneHCID 27593881-Isobutylpiperazine dihydrochlorideHCID 19593658CID 19593658

생성물 1

HCID 129522882,4'-Dimethyl-3-(4-isobutylpiperazino)propiophenone dihydrochloride수율 46.5%

시약·촉매·용매 4

HCID 702Ethanol용매HCID 1140Toluene용매HCID 3283Diethyl Ether용매HCID 6375Nitromethane용매

실험 절차

A mixture of 125 ml of nitromethane, 35 ml of toluene, 20 ml of ethanol, and 1 ml of concentrated hydrochloric acid was mixed together with 18.6 g of 4'-methylpropiophenone, 27.0 g of N-isobutylpiperazine dihydrochloride and 8.5 g of trioxane. The mixture was heated with stirring under reflux for 4 hrs. while distilling off water generated through the reaction. After cooling, the reaction mixture was added with ether, and the precipitate was filtered, which was dissolved in water. The solution was adjusted to pH 6 with 5 N sodium hydroxide, washed with ether, and furtheradjusted to pH 7 with 5 N sodium hydroxide. The obtained solution was extracted with ether and the extract was dried, and white crystals generated by introducing dry hydrogen chloride were filtered and dried. The product was recrystallized from an ethanol-acetone mixed solvent, yielding 2,4'-dimethyl-3-(4-isobutylpiperazino)propiophenone dihydrochloride. (yield 46.5%), m.p. 215°-220° C.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 4 hrs
  3. distillationwhile distilling off water
  4. customgenerated through the reaction
  5. temperatureAfter cooling
  6. filtrationthe precipitate was filtered
  7. dissolutionwhich was dissolved in water
  8. washwashed with ether
  9. extractionThe obtained solution was extracted with ether
  10. customthe extract was dried
  11. additionby introducing dry hydrogen chloride
  12. filtrationwere filtered
  13. customdried
  14. customThe product was recrystallized from an ethanol-acetone mixed solvent

출처 및 근거

ORD 기록
ord-a6eda1ab6379447c911069877d2a001a
출처 데이터셋
uspto-grants-1981_07
특허 번호
US04277474

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