Triethylamine → 4-(Bis(4-chlorophenyl)methyl)piperazin-2-one

HRID 494052

Reaktionsgleichung

Reaktionsgleichung von HRID 494052
Cl[CH:2]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)[C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][CH:4]=1.[NH:17]1[CH2:22][CH2:21][NH:20][CH2:19][C:18]1=[O:23].C(N(CC)CC)C>CC#N>[Cl:9][C:6]1[CH:7]=[CH:8][C:3]([CH:2]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)[N:20]2[CH2:21][CH2:22][NH:17][C:18](=[O:23])[CH2:19]2)=[CH:4][CH:5]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 130784,4'-Dichlorobenzhydryl chlorideHCID 231360Piperazin-2-one

Produkt 1

HCID 689317794-(Bis(4-chlorophenyl)methyl)piperazin-2-oneAusbeute 83,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of chlorobis(4-chlorophenyl)methane (407 mg, 1.5 mmol) in MeCN was added piperazin-2-one (601 mg, 6.0 mmol) followed by triethylamine (626 μl, 4.5 mmol) and the resulting mixture was refluxed overnight. After cooling to rt, the solvent was evaporated to dryness and the residue was submitted to column chromatography (SiO2, DCM to DCM/MeOH=100:5) to give 4-(bis(4-chlorophenyl)methyl)piperazin-2-one (420 mg) as a white solid.

Aufarbeitung

  1. temperaturethe resulting mixture was refluxed overnight
  2. customthe solvent was evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-27f77bb0ef1241de99bd80c85f018621
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07538114B2

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