4-Fluorobenzoyl chloride → Ethyl 1-(4-fluorobenzoyl)4-oxo-3-piperidinecarboxylate

HRID 432798Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 432798
C(N1CCCC(C(OCC)=O)C1)(=O)C1C=CC=CC=1.[CH3:20][CH2:21][O:22][C:23]([CH:25]1[C:30](=[O:31])[CH2:29][CH2:28][NH:27][CH2:26]1)=[O:24].Cl.C(N(C(C)C)CC)(C)C.[F:42][C:43]1[CH:51]=[CH:50][C:46]([C:47](Cl)=[O:48])=[CH:45][CH:44]=1>>[F:42][C:43]1[CH:51]=[CH:50][C:46]([C:47]([N:27]2[CH2:28][CH2:29][C:30](=[O:31])[CH:25]([C:23]([O:22][CH2:21][CH3:20])=[O:24])[CH2:26]2)=[O:48])=[CH:45][CH:44]=1

Komponenten

5

Edukt 4

HCID 678794-Fluorobenzoyl chlorideHCID 81531DiisopropylethylamineHCID 1073153-Piperidinecarboxylic acid, 4-oxo-, ethyl ester, hydrochloride (1:1)HCID 3784394Ethyl 1-benzoyl-3-piperidinecarboxylate

Produkt 1

HCID 18760280Ethyl 1-(4-fluorobenzoyl)4-oxo-3-piperidinecarboxylateAusbeute 84,4 %

Versuchsvorschrift

The reaction was run in the same manner as ethyl 1-benzoyl-3-piperidinecarboxylate, starting with ethyl 4-piperidone-3-carboxylate hydrochloride (200.4 mg; 0.97 mmol), diisopropylethylamine (360 μl; 2.08 mmol) and 4-fluorobenzoyl chloride (114 μl; 0.97 mmol), giving ethyl 1-(4-fluorobenzoyl)4-oxo-3-piperidinecarboxylate (240.2 mg) as a thick, light yellow oil without further purification. MS m/z (positive ion) 348 (25), 316 (M+Na+; 75), 294 (MH+; 100).

Quellen und Nachweise

ORD-Eintrag
ord-57f9c69405f244af901f89025cb777ef
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06664271B1

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