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Sodium borohydride → HCID 53944516, Verbindung

HRID 726177
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 726177
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:14]=1[S:13][CH2:12][CH2:11][C:10]2=[O:15])=[O:4].[BH4-].[Na+]>C(O)C>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:14]=1[S:13][CH2:12][CH2:11][CH:10]2[OH:15])=[O:4]
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Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 130039219HCID 130039219, Verbindung

Produkt 1

HCID 53944516HCID 53944516, VerbindungAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Methylthiochroman-4-one-8-carboxylate (0.500 g, 2.25mmol) was dissolved with stirring in ethanol (20 ml) and treated with sodium borohydride (0.085 g, 2.25 mmol). After 1 h, the reaction mixture was evaporated under reduced pressure and the residue partitioned between ethyl acetate and water. The aqueous layer was then extracted with ethyl acetate (1 x) and the combined organic layers were dried (Na2SO4) and evaporated under reduced pressure to give a yellow oil, which was purified by silica-gel chromatography (1:1 Pentane:EtOAc as eluant) to give the title compound as a colourless oil (0.499 g, 99%)

Aufarbeitung

  1. customthe reaction mixture was evaporated under reduced pressure
  2. customthe residue partitioned between ethyl acetate and water
  3. extractionThe aqueous layer was then extracted with ethyl acetate (1 x)
  4. dry with materialthe combined organic layers were dried (Na2SO4)
  5. customevaporated under reduced pressure
  6. customto give a yellow oil, which
  7. customwas purified by silica-gel chromatography (1:1 Pentane:EtOAc as eluant)

Quellen und Nachweise

ORD-Eintrag
ord-5640b55abd2342b98d780d8ad7459911
Quelldatensatz
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05708174

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