Piperidine → 10-(1-Piperidinyl)-5H-dibenzo[a,d]cyclohepten-5-one

HRID 434698Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 434698
Br[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C:6](=[O:13])[C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=2[CH:3]=1.[NH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.CC(C)([O-])C.[K+]>C(O)(C)(C)C>[N:18]1([C:2]2[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=3[C:6](=[O:13])[C:5]3[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=3[CH:3]=2)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 1243721510-Bromo-5H-dibenzo[a,d][7]annulen-5-oneHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 1109822610-(1-Piperidinyl)-5H-dibenzo[a,d]cyclohepten-5-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

A mixture of 71.3 g of 10-bromo-5H-dibenzo[a,d]cyclohepten-5-one, 50 ml. of piperidine, 1 liter of t-butanol and finally 33.6 g of potassium t-butoxide was stirred under reflux 2 hours, then at room temperature overnight. The mixture was filtered, and concentrated to dryness. The residue was slurried with water and decanted. The residue was slurried with methanol and filtered to give 59.8 g of 10-(1-piperidyl)-5H-dibenzo[a,d]cyclohepten-5-one, m.p. 103°-105° C.

Aufarbeitung

  1. temperatureunder reflux 2 hours
  2. customat room temperature
  3. customovernight
  4. filtrationThe mixture was filtered
  5. concentrationconcentrated to dryness
  6. customdecanted
  7. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-0f26040b80254976847da16edf57f8f8
Quelldatensatz
uspto-grants-1983_08
Patentnummer
US04399141

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