Hydrochloric Acid → {[5-(1-Methyl-1-hydroxyethyl)isoxazol-3-yl]methyl}malononitrile

HRID 2261353Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2261353
[OH:1][C:2]([C:5]1[O:9][N:8]=[C:7]([CH:10]=[C:11]([C:14]#[N:15])[C:12]#[N:13])[CH:6]=1)([CH3:4])[CH3:3].[BH4-].[Na+].Cl>O1CCCC1>[OH:1][C:2]([C:5]1[O:9][N:8]=[C:7]([CH2:10][CH:11]([C:12]#[N:13])[C:14]#[N:15])[CH:6]=1)([CH3:4])[CH3:3]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 57736335{[5-(1-Hydroxy-1-methylethyl)-isoxazol-3-yl]methylidene}malononitrile

Produkt 1

HCID 57736354{[5-(1-Methyl-1-hydroxyethyl)isoxazol-3-yl]methyl}malononitrileAusbeute 53,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

9.91 g of {[5-(1-hydroxy-1-methylethyl)-isoxazol-3-yl]methylidene}malononitrile was dissolved in 100 ml of tetrahydrofuran, and 3.78 g of sodium borohydride was then added under ice-cooling. The mixture was stirred for 8 hours under ice-cooling. The reaction mixture was added to 0.5 N hydrochloric acid over 30 minutes and then extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 5.38 g of {[5-(1-hydroxy-1-methylethyl)-isoxazol-3-yl]methyl}malononitrile.

Aufarbeitung

  1. temperaturecooling
  2. temperaturecooling
  3. extractionextracted with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c381e5a3887b48ce80b4ef37c5f71cd9
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07846956B2

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