Sodium borohydride → 5,6-Difluoro-1-hydroxyindane

HRID 1735866Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1735866
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[C:7](=[O:12])[CH2:6][CH2:5]2.[BH4-].[Na+]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[CH:7]([OH:12])[CH2:6][CH2:5]2

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 117689445,6-Difluoro-1-indanone

Produkt 1

HCID 196993185,6-Difluoro-1-hydroxyindaneAusbeute 99,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

5,6-Difluoroindan-1-one (59.3 g, 0.353 mol) was dissolved in 1 L of ethanol and sodium borohydride (6.68 g, 0.176 mol) was added. The mixture was stirred for 48 hours and the ethanol was removed by evaporation under reduced pressure. The residue was partitioned between diethyl ether and water and the mixture was acidified with 1N hydrochloric acid. The mixture was dried over magnesium sulfate and filtered. The solvents were evaporated giving 5,6-difluoro-1-hydroxyindane (59.8 g) as an oil.

Aufarbeitung

  1. customthe ethanol was removed by evaporation under reduced pressure
  2. customThe residue was partitioned between diethyl ether and water
  3. dry with materialThe mixture was dried over magnesium sulfate
  4. filtrationfiltered
  5. customThe solvents were evaporated

Quellen und Nachweise

ORD-Eintrag
ord-d50c262ba03040d5b14ad2b0f408479b
Quelldatensatz
uspto-grants-1996_07
Patentnummer
US05538988

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