Water → 1-(5-Fluoro-3-methyl-1-benzofuran-2-yl)-2-methylpropan-1-ol

HRID 2091404Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2091404
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10](=[O:14])[CH:11]([CH3:13])[CH3:12])=[C:7]([CH3:15])[C:6]=2[CH:16]=1.[BH4-].[Na+].O>CO.O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH:10]([OH:14])[CH:11]([CH3:12])[CH3:13])=[C:7]([CH3:15])[C:6]=2[CH:16]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 667778481-(5-Fluoro-3-methyl-1-benzofuran-2-yl)-2-methylpropan-1-one

Produkt 1

HCID 667782941-(5-Fluoro-3-methyl-1-benzofuran-2-yl)-2-methylpropan-1-olAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

1-(5-Fluoro-3-methyl-1-benzofuran-2-yl)-2-methylpropan-1-one (11.66 g) synthesized above was dissolved in methanol (4 mL)-tetrahydrofuran (20 mL), and sodium tetrahydroborate (90%) (446 mg) was added to the solution at 0° C. The reaction mixture was stirred at 0° C. for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. After filtration, the filtrate was concentrated to give the title compound (1.193 g, 100%) as a colorless oil.

Aufarbeitung

  1. additionwas added to the solution at 0° C
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationAfter filtration
  6. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-043773e47d9b4a219fafa5132db18734
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08436043B2

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