Tetrahydrofuran → 6-bromo-4,7-difluoro-2,3-dihydro-1H-inden-1-ol

HRID 533939Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 533939
[Br:1][C:2]1[C:10]([F:11])=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=[O:12])=[C:4]([F:13])[CH:3]=1.C1COCC1.[BH4-].[Na+]>CCO>[Br:1][C:2]1[C:10]([F:11])=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[OH:12])=[C:4]([F:13])[CH:3]=1

Komponenten

5

Edukt 3

HCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 867151266-bromo-4,7-difluoro-2,3-dihydro-1H-inden-1-one

Produkt 1

HCID 867151256-bromo-4,7-difluoro-2,3-dihydro-1H-inden-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a mixture of 6-bromo-4,7-difluoro-2,3-dihydro-1H-inden-1-one (0.5 g), THF (1 mL) and EtOH (1 mL) was added NaBH4 (100 mg). After 1 hour the reaction mixture was concentrated and the residue distributed between water and EA. The organic phase was washed with water (3 times), dried (Na2SO4), filtered and concentrated. The residue was purified by preparative HPLC to provide the subtitle compound. MS ESI+: m/z=249 [M+H]+.

Aufarbeitung

  1. concentrationAfter 1 hour the reaction mixture was concentrated
  2. washThe organic phase was washed with water (3 times)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-e5ef06cd3da54bd6adf90fe761e47c69
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08853412B2

Notizen zur Reaktion

Wird geladen…