Methanol → 6-(Hydroxymethyl)morpholin-3-one

HRID 1048851Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1048851
CC(C)([O-])C.[K+].Cl[CH2:8][C:9]([NH:11][CH2:12][CH:13]([OH:16])[CH2:14][OH:15])=[O:10].CO.O>C(O)(CC)(C)C>[OH:15][CH2:14][CH:13]1[CH2:12][NH:11][C:9](=[O:10])[CH2:8][O:16]1

Komponenten

6

Edukt 4

HCID 887MethanolHCID 962WaterHCID 132331202-Chloro-N-(2,3-dihydroxypropyl)acetamideHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 534019466-(Hydroxymethyl)morpholin-3-oneAusbeute 91,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 64052-Methyl-2-butanolLösungsmittel2×

Versuchsvorschrift

To a stirred solution of potassium tert-butoxide (23.4 g, 299.4 mmol) in 200 mL tert-amyl alcohol at room temperature was added 2-chloro-N-(2,3-dihydroxypropyl) acetamide (Step-1 of Intermediate-9) (20 g, 119.6 mmol) in 460 mL tert-amyl alcohol for 2 h under nitrogen atmosphere. After one hour, MeOH (100 mL) and H2O (3 mL) were added and further stirred for 20 min. The reaction mixture was concentrated under vacuum and purified by flash chromatography on silica gel with MeOH/EtOAc (20:80) to give the title compound as a white solid (14.4 g). m/z 132.1

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. custompurified by flash chromatography on silica gel with MeOH/EtOAc (20:80)

Quellen und Nachweise

ORD-Eintrag
ord-9d567468999448218b4af1949708f0d9
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09382216B2

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