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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 454002Erstellt: 23. Oktober 2026

Water → (R)-(1-methylpiperidin-3-yl)methanol

https://huagongshe.com/de/reaction/454002

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium HydroxideHCID 14798—
Eduktethyl (3R)-1-methylpiperidine-3-carboxylateHCID 736036—
EduktAluminium lithium hydrideHCID 21226445—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(R)-(1-methylpiperidin-3-yl)methanolHCID 92011394,3%

Reaktionsbedingungen

Temperatur20 °C

Reaktionsschritte

A solution of (R)-ethyl 1-methylpiperidine-3-carboxylate (5.69 g, 33 mmol) in ether (20 ml) was added dropwise to a stirred solution of lithium aluminium hydride (36.6 ml of a 1M solution in THF, 36.6 mmol) in ether (85 ml) cooled to maintain a reaction temperature of 20° C. The mixture was stirred for 1.5 hours at ambient temperature and then water (1.4 ml), 15% aqueous sodium hydroxide solution (1.4 ml) and then water (4.3 ml) were added. The insolubles were removed by filtration and the volatiles removed from the filtrate by evaporation to give (R)-(1-methylpiperidin-3-yl)methanol (4.02 g, 94%) as a colourless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08492560B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-1e40f4b3c64b468296342a4fc7788663
Quellennotizuspto-grants-2013_07