2-Thiopheneacetyl chloride → Ethyl 1-(2-thiopheneacetyl)-6-methyl-3-piperidinecarboxylate

HRID 432815Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 432815
C(N1CCCC(C(OCC)=O)C1)(=O)C1C=CC=CC=1.[CH3:20][CH:21]1[NH:26][CH2:25][CH:24]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH2:23][CH2:22]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:26]1[CH:21]([CH3:20])[CH2:22][CH2:23][CH:24]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH2:25]1)=[O:39]

Komponenten

4

Edukt 3

HCID 1623622-Thiopheneacetyl chlorideHCID 3784394Ethyl 1-benzoyl-3-piperidinecarboxylateHCID 13658605Ethyl 6-methylpiperidine-3-carboxylate

Produkt 1

HCID 18760296Ethyl 1-(2-thiopheneacetyl)-6-methyl-3-piperidinecarboxylateAusbeute 59,8 %

Versuchsvorschrift

The reaction was run in the same manner as ethyl 1-benzoyl-3-piperidinecarboxylate, starting with ethyl 6-methyl-3-piperidinecarboxylate (263.1 mg; 1.54 mmol) and 2-thiopheneacetyl chloride (190 μl; 1.54 mmol). The crude product was distilled at 210° C./0.1 torr, giving ethyl 1-(2-thiopheneacetyl)-6-methyl-3-piperidinecarboxylate (272.2 mg) as a light yellow oil. MS m/z (positive ion) 591(dimer+; 25) 296 (MH+; 100).

Aufarbeitung

  1. distillationThe crude product was distilled at 210° C./0.1 torr

Quellen und Nachweise

ORD-Eintrag
ord-e2074a29c1044fc79c2e7d25282a6554
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06664271B1

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