Hydrochloric Acid → 4-Piperidin-1-yl-but-2-enoic acid-HCl

HRID 1258443Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1258443
C[O:2][C:3](=[O:13])[CH:4]=[CH:5][CH2:6][N:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.[ClH:14]>>[ClH:14].[N:7]1([CH2:6][CH:5]=[CH:4][C:3]([OH:13])=[O:2])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1

Komponenten

3

Edukt 2

HCID 313Hydrochloric AcidHCID 572293064-Piperidin-1-yl-but-2-enoic acid methyl ester

Produkt 1

HCID 698441674-Piperidin-1-yl-but-2-enoic acid-HClAusbeute 17 %

Versuchsvorschrift

4-Piperidin-1-yl-but-2-enoic acid methyl ester (2.05 g, 11.2 mmol) and concentrated hydrochloric acid (10 mL) were combined in dioxanes (30 mL) and heated to reflux overnight. The mixture was concentrated in vacuo. The residue was crystallized from IPA to yield the desired product (390 mg, 17%). 400 MHz 1H NMR (DMSO-d6) δ 6.80 (dt, 1H, J=15.6, 7.1 Hz), 6.14 (d, 1H, J=15.6 Hz), 3.85 (d, 1H, J=7.1 Hz), 2.89 (m, 4H), 1.54 (m, 6H). MS m/z 170 (M+1).

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux overnight
  3. concentrationThe mixture was concentrated in vacuo
  4. customThe residue was crystallized from IPA

Quellen und Nachweise

ORD-Eintrag
ord-c8a6885ab1e54b8b9cf0ea3e834c4ee2
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466165B2

Notizen zur Reaktion

Wird geladen…