(2S,5R)-5-Ethyl-4-(phenylmethyl)-2-morpholinemethanol → [(2S,5R)-5-Ethylmorpholin-2-yl]methanol

HRID 2367550Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2367550
[CH2:1]([C@H:3]1[N:8](CC2C=CC=CC=2)[CH2:7][C@@H:6]([CH2:16][OH:17])[O:5][CH2:4]1)[CH3:2]>CO.[Pd]>[CH2:1]([C@H:3]1[NH:8][CH2:7][C@@H:6]([CH2:16][OH:17])[O:5][CH2:4]1)[CH3:2]

Komponenten

4

Edukt 1

HCID 51357958(2S,5R)-5-Ethyl-4-(phenylmethyl)-2-morpholinemethanol

Produkt 1

HCID 51354034[(2S,5R)-5-Ethylmorpholin-2-yl]methanolAusbeute 100,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

[(2S,5R)-5-Ethyl-4-(phenylmethyl)-2-morpholinyl]methanol (0.5 g, 2.125 mmol) was dissolved in CH3OH (20 mL) and placed under a nitrogen atmosphere. Palladium on carbon (10 wt %, 0.023 g, 0.212 mmol) was added and the flask was flushed with nitrogen and evacuated (3×). Then the reaction was placed under an atmosphere of hydrogen (balloon), and stirred at room temperature overnight. The reaction mixture was filtered through celite and concentrated to afford the title compound (0.309 g) as a colorless oil. LC-MS (ES) m/z=146 [M+H]+.

Aufarbeitung

  1. customthe flask was flushed with nitrogen
  2. customevacuated (3×)
  3. filtrationThe reaction mixture was filtered through celite
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-12226534b9bb46bcaacad048d0fab5b6
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08697685B2

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