Sodium borohydride → 1-(4'-Trifluoromethyl-biphenyl-4-yl)-butan-2-ol

HRID 1669289Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1669289
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][C:16](=[O:19])[CH2:17][CH3:18])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[BH4-].[Na+]>C(O)C>[F:1][C:2]([F:20])([F:21])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([OH:19])[CH2:17][CH3:18])=[CH:11][CH:10]=2)=[CH:7][CH:8]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 673416551-(4'-Trifluoromethyl-biphenyl-4-yl)-butan-2-one

Produkt 1

HCID 673421621-(4'-Trifluoromethyl-biphenyl-4-yl)-butan-2-olAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To an ethanol (2 mL) solution of 1-(4′-trifluoromethyl-biphenyl-4-yl)-butan-2-one (0.093 g, 0.32 mmol) is added sodium borohydride (0.048 g, 1.27 mmol) at 0° C. The reaction mixture is stirred one hour at 0° C., quenched by saturated sodium bicarbonate solution (1 mL) and stirred for five minutes, extracted with ethyl acetate. Organic phase is washed with saturated sodium bicarbonate and brine dried over sodium sulfate, filtered and concentrated to give 0.088 g (0.30 mmol, 94%) of title compound.

Aufarbeitung

  1. customquenched by saturated sodium bicarbonate solution (1 mL)
  2. stirringstirred for five minutes
  3. extractionextracted with ethyl acetate
  4. washOrganic phase is washed with saturated sodium bicarbonate and brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ba3e0d99e1374258a89fd36e1f9329ea
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989457B2

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