2'-Nitroacetophenone → 1-(2-Nitrophenyl)ethanol

HRID 600114

Reaktionsgleichung

Reaktionsgleichung von HRID 600114
[BH4-].[Na+].[N+:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12](=[O:14])[CH3:13])([O-:5])=[O:4]>CO.O1CCOCC1.C(OCC)(=O)C>[N+:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH:12]([OH:14])[CH3:13])([O-:5])=[O:4]

Komponenten

6

Edukt 2

HCID 113462'-NitroacetophenoneHCID 4311764Sodium borohydride

Produkt 1

HCID 978511-(2-Nitrophenyl)ethanol

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

NaBH4 (3.24 g, 85.60 mmol) was slowly added to a solution of 2′-nitroacetophenone NAP (3.74 g, 22.65 mmol) in a mixture of methanol (34 mL) and dioxane (22 mL). The reaction mixture was stirred at room temperature for one hour and then diluted with ethyl acetate (100 mL) and washed with water (25 mL). The organic layer was dried with Na2SO4, filtered, and concentrated in vacuo to yield 1-(2-nitrophenyl)ethanol dC.13a (3.49 g, 92%) as a white powder.

Aufarbeitung

  1. washwashed with water (25 mL)
  2. dry with materialThe organic layer was dried with Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3d22592e00a14008b4c5bfb961c32bf9
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07897737B2

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