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

HRID 500696Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 500696
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-1925649bad4e4201952544b59341bbf5
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772243B2

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