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

HRID 1791535

Reaktionsgleichung

Reaktionsgleichung von HRID 1791535
[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-8a3b45b57fa245f5b86550b96b500be5
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07074800B1

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