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Ethanol → alpha5,alpha5-Dimethyl-3,5-isoxazoledimethanol

HRID 2261350
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2261350
[OH:1][C:2]([C:5]1(C(OCC)=O)[O:9][NH:8][CH:7]=[CH:6]1)([CH3:4])[CH3:3].[BH4-].[Na+].O.[CH2:18]([OH:20])C>>[OH:1][C:2]([C:5]1[O:9][N:8]=[C:7]([CH2:18][OH:20])[CH:6]=1)([CH3:3])[CH3:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 702EthanolHCID 962WaterHCID 4311764Sodium borohydrideHCID 68778451Ethyl 5-(1-hydroxy-1-methylethyl)isoxazole-5-carboxylate

Produkt 1

HCID 57736295alpha5,alpha5-Dimethyl-3,5-isoxazoledimethanol

Versuchsvorschrift

9.96 g of ethyl 5-(1-hydroxy-1-methylethyl)isoxazole-5-carboxylate was dissolved in 200 ml of ethanol, and 3.78 g of sodium borohydride was then added. The mixture was stirred at room temperature for 10 hours. After 50 ml of water was added, the reaction mixture was concentrated to 50 ml under reduced pressure. The concentrated solution was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced-pressure. The residue was subjected to silica gel column chromatography to obtain 6.17 g of [5-(1-hydroxy-1-methylethyl)isoxazol-3-yl]methanol.

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated to 50 ml under reduced pressure
  2. extractionThe concentrated solution was extracted with ethyl acetate
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced-pressure

Quellen und Nachweise

ORD-Eintrag
ord-db71d2d1758943638f0d40741394bb0b
Quelldatensatz
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07846956B2

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