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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1776681Erstellt: 26. Oktober 2026

Methanol → methyl (R)-piperidine-2-carboxylate

https://huagongshe.com/reaction/1776681

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktThionyl ChlorideHCID 24386—
EduktPipecolic acid, (+)-HCID 736316—
Produktmethyl (R)-piperidine-2-carboxylateHCID 740845692%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To (R)-Piperidine-2-carboxylic acid (5.00 g, 38.73) in 150 ml of dry methanol at 0° C. was added thionyl chloride (5.2 ml, 71.28 mmol) under Ar. The mixture was stirred at 0° C. for 30 min, then at RT overnight, evaporated and crystallized with EtOH/hexane to afford 4.96 g (92%) of the title product. 1H NMR (CD3OD) 3.67 (s, 3H), 3.57 (m, 1H), 2.79 (m, 1H), 2.69 (m, 1H), 2.01 (m, 1H), 1.98 (m, 1H), 1.73 (m, 1H), 1.55-1.45 (m, 4H); 13C NMR 171.22, 62.50, 51.35, 45.35, 29.52, 28.41, 23.82; MS m/z+144.0 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09265841B2
Quelldatensatzuspto-grants-2016_02
ORD IDord-006241e5df52412c80179a06231046b7
Quellennotizuspto-grants-2016_02