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

HRID 454002

Reaktionsgleichung

Reaktionsgleichung von HRID 454002
[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]([C:8](OCC)=[O:9])[CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>CCOCC.C1COCC1>[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]([CH2:8][OH:9])[CH2:3]1

Komponenten

7

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

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.

Aufarbeitung

  1. temperaturecooled
  2. customThe insolubles were removed by filtration
  3. customthe volatiles removed from the filtrate by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-1e40f4b3c64b468296342a4fc7788663
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492560B2

Verknüpfte Notizen

Wird geladen…