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

HRID 1277382
ノート
印刷プレビュー

反応式

HRID 1277382 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 702
Ethanol
溶媒
HCID 1140Toluene溶媒
HCID 3283Diethyl Ether溶媒
HCID 6375Nitromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a6eda1ab6379447c911069877d2a001a
出典データセット
uspto-grants-1981_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04277474

反応ノート

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