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

HRID 467604Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 467604
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-04ac8d251b934e5ebf7ed767bda7eb9f
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08623883B2

Notizen zur Reaktion

Wird geladen…