Triethylamine → 1-(2,2-Diethoxyethyl)-4-(4-fluorobenzoyl)piperidine

HRID 2460

Reaktionsgleichung

Reaktionsgleichung von HRID 2460
[F:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[CH2:16]([O:18][CH:19]([O:22][CH2:23][CH3:24])[CH2:20]Br)[CH3:17].C(N(CC)CC)C>C(Cl)Cl>[CH2:16]([O:18][CH:19]([O:22][CH2:23][CH3:24])[CH2:20][N:11]1[CH2:12][CH2:13][CH:8]([C:6](=[O:7])[C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:15][CH:14]=2)[CH2:9][CH2:10]1)[CH3:17]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 27244404-(4-Fluorobenzoyl)piperidine

Produkt 1

HCID 196900081-(2,2-Diethoxyethyl)-4-(4-fluorobenzoyl)piperidineAusbeute 25 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4-(4-Fluorobenzoyl)piperidine (207 mg, 1.0 mmol) was dissolved in methylene chloride (5 ml) to which were subsequently added bromoacetoaldehyde diethylacetal (305 mg, 1.5 mmol) and triethylamine (0.5 ml). After 12 hours of heating under reflux, the solvent was removed by evaporation, and the resulting residue was purified by subjecting it to a silica gel column chromatography (ether) to obtain 81 mg (25.0%) of the title compound in the form of orange oil.

Aufarbeitung

  1. temperatureAfter 12 hours of heating
  2. temperatureunder reflux
  3. customthe solvent was removed by evaporation
  4. customthe resulting residue was purified

Quellen und Nachweise

ORD-Eintrag
ord-3ff4585334ae4e29b75a677785e6dfac
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05728835

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