Water → 1-(3,5-Bis(trifluoromethyl)benzoyl)piperidin-4-one

HRID 1018641Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1018641
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1)[C:6](Cl)=[O:7].FC(F)(F)C(O)=O.[NH:25]1[CH2:30][CH2:29][C:28](=[O:31])[CH2:27][CH2:26]1.C(N(CC)CC)C.O>ClCCl>[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1)[C:6]([N:25]1[CH2:30][CH2:29][C:28](=[O:31])[CH2:27][CH2:26]1)=[O:7]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 1018563,5-Bis(trifluoromethyl)benzoyl chlorideHCID 222856014-Piperidinone trifluoroacetate

Produkt 1

HCID 112099631-(3,5-Bis(trifluoromethyl)benzoyl)piperidin-4-oneAusbeute 94,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 3,5-bis-trifluoromethyl-benzoyl chloride (17.4 g, 63 mmol) in dichloromethane (30 mL) was added with cooling to a solution of 4-piperidone trifluoroacetate (13.4 g, 63 mmol) and triethylamine (22 mL, 158 mmol) so that the temperature did not rise above 20° C. Stirring continued for 2 h at room temperature. Water was added, the phases were separated and the water phase was extracted with dichloromethane. The organic phases were pooled, dried with MgSO4 and the solvent was evaporated. Chromatography on silica gel (ethyl acetate/n-hexane 1:1) yielded the desired product (20.2 g, 94%), m.p. 155-157° C. and MS: m/e=339.1 (M+).

Aufarbeitung

  1. customdid not rise above 20° C
  2. customthe phases were separated
  3. extractionthe water phase was extracted with dichloromethane
  4. dry with materialdried with MgSO4
  5. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-d7db36838d9644d9a7b6a80cabe8f8cc
Quelldatensatz
uspto-grants-2002_11
Patentnummer
US06482829B2

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