1-(3-Chlorophenyl)piperazine → 4-(3-Chlorophenyl)-1-(2,3-epoxypropyl)piperazine

HRID 345123

Reaktionsgleichung

Reaktionsgleichung von HRID 345123
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[H-].[Na+].[CH2:16]([CH:18]1[O:20][CH2:19]1)Cl>>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([CH2:16][CH:18]3[O:20][CH2:19]3)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 3

HCID 13551-(3-Chlorophenyl)piperazineHCID 7835EpichlorohydrinHCID 24758Sodium hydride

Produkt 1

HCID 103548864-(3-Chlorophenyl)-1-(2,3-epoxypropyl)piperazine

Versuchsvorschrift

To a mixture of 1.50 g of 4-(3-chlorophenyl)piperazine and 0.31 g of sodium hydride was added 2.4 ml of epichlorohydrin and the reaction mixture was stirred at room temperature for 30 minutes. After the reaction was completed, the reaction mixture was extracted with 100 ml of ethyl acetate, and the extract was washed 5 times with 100 ml of water, then dried with anhydrous magnesium sulfate. The solvent was removed by evaporation to obtain the residue which was purified by means of a silica gel column chromatography (eluent: ethyl acetate: n-hexane=1:1) to obtain 1.66 g of 4-(3-chlorophenyl) -1-(2,3-epoxypropyl)piperazine as in the form of an oily substance.

Aufarbeitung

  1. extractionthe reaction mixture was extracted with 100 ml of ethyl acetate
  2. washthe extract was washed 5 times with 100 ml of water
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customThe solvent was removed by evaporation
  5. customto obtain the residue which
  6. customwas purified by means of a silica gel column chromatography (eluent: ethyl acetate: n-hexane=1:1)

Quellen und Nachweise

ORD-Eintrag
ord-5ce8719f490b42938129e2c21a99a0d9
Quelldatensatz
uspto-grants-1991_10
Patentnummer
US05055474

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