2-Thiopheneacetyl chloride → Ethyl 1-(2-thiopheneacetyl)-3-piperidinylacetate

HRID 432812

Reaktionsgleichung

Reaktionsgleichung von HRID 432812
C(N1CCCC(C(OCC)=O)C1)(=O)C1C=CC=CC=1.[NH:20]1[CH2:25][CH2:24][CH2:23][CH:22]([CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH2:21]1.[S:32]1[CH:36]=[CH:35][CH:34]=[C:33]1[CH2:37][C:38](Cl)=[O:39]>>[S:32]1[CH:36]=[CH:35][CH:34]=[C:33]1[CH2:37][C:38]([N:20]1[CH2:25][CH2:24][CH2:23][CH:22]([CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH2:21]1)=[O:39]

Komponenten

4

Edukt 3

HCID 1623622-Thiopheneacetyl chlorideHCID 2760464Ethyl 2-(piperidin-3-yl)acetateHCID 3784394Ethyl 1-benzoyl-3-piperidinecarboxylate

Produkt 1

HCID 70028632Ethyl 1-(2-thiopheneacetyl)-3-piperidinylacetateAusbeute 51,3 %

Versuchsvorschrift

The reaction was run in the same manner as ethyl 1-benzoyl-3-piperidinecarboxylate, starting with ethyl 3-piperidinylacetate (414.2 mg; 2.4 mmol) and 2-thiopheneacetyl chloride (295 μl; 2.4 mmol). The crude product was purified by chromatography on silica, eluting with 50% ethyl acetate in hexane, giving ethyl 1-(2-thiopheneacetyl)-3-piperidinylacetate (364 mg) as a pale yellow oil. MS m/z (positive ion) 318 (M+Na+; 40), 296 (MH+; 100).

Aufarbeitung

  1. customThe crude product was purified by chromatography on silica
  2. washeluting with 50% ethyl acetate in hexane

Quellen und Nachweise

ORD-Eintrag
ord-be5956bf8df3460aac0e9726e6384575
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06664271B1

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