Piperazine → 1-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)piperazine

HRID 36611

Reaktionsgleichung

Reaktionsgleichung von HRID 36611
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[CH:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[CH2:12][CH2:11][C:10]2[CH:19]=[CH:20][CH:21]=[CH:22][C:9]1=2>C1COCC1.C(Cl)Cl>[N:1]1([CH:8]2[C:9]3[CH:22]=[CH:21][CH:20]=[CH:19][C:10]=3[CH2:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]2=3)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

Komponenten

5

Edukt 2

HCID 4837PiperazineHCID 145875H-Dibenzo(a,d)cycloheptene, 10,11-dihydro-5-chloro-

Produkt 1

HCID 27359361-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)piperazineAusbeute 2.915,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

Into a solution of partially dissolved piperazine (15.2 g, 0.17 mmol) in THF (130 mL) at more temperature was added dropwise a solution of 5-chloro-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (2.3g, 10.3 mmol) in 20 mL THF. The reaction was allowed to stir overnight and then was diluted with CH2Cl2, washed once with 1.0N NaOH solution, once with brine and then dried (Mg SO4). It was then filtered and the solvent removed to give a residue which was flash chromatographed (5% MeOH saturated with NH3 in CH2Cl2) to give 1.38 g of a glassy solid of the title compound.

Aufarbeitung

  1. washwashed once with 1.0N NaOH solution, once with brine
  2. dry with materialdried (Mg SO4)
  3. filtrationIt was then filtered
  4. customthe solvent removed
  5. customto give a residue which
  6. customchromatographed (5% MeOH saturated with NH3 in CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-70f3f48392af48ca9feb3ad8a30df0a3
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05416087

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