Water → HCID 10933771, Verbindung

HRID 379101Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 379101
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:3][CH2:2]1.[CH3:12][C:13]1([CH3:16])[CH2:15][S:14]1.O>C1C=CC=CC=1>[CH3:12][C:13]([SH:14])([CH3:16])[CH2:15][N:1]1[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 70770Ethyl 4-piperidinecarboxylateHCID 1380502,2-Dimethylthiirane

Produkt 1

HCID 10933771HCID 10933771, VerbindungAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Ethyl piperidine-4-carboxylate (3.6 g, 22.9 mmol) was dissolved in benzene (5 mL), and 2,2-dimethylthiirane (5.04 g, 57.3 mmol) was added. The reaction mixture was stirred at 80° C. for 20 hours, poured into water and extracted several times with EtOAc. The combined organic extracts were washed with brine and dried over anhydrous sodium sulfate. The volatiles were evaporated and the residue was dried under vacuum to afford 5.45 g (97%) of the title compound. 1H NMR (300 MHz, CD3OD) δ 4.12 (q, J=7.1 Hz, 2H), 2.92-2.96 (d, J=11.9 Hz, 2H), 2.19-2.40 (m, 6H), 1.61-1.86 (m, 4H), 1.29 (s, 6H), 1.25 (t, J=7.1 Hz, 2H).

Aufarbeitung

  1. extractionextracted several times with EtOAc
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe volatiles were evaporated
  5. customthe residue was dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-3092681f64cc43a2baf75467ce662169
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06297260B1

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