p-Aminoacetophenone → 4-Amino-alpha-methylbenzenemethanol

HRID 450038

Reaktionsgleichung

Reaktionsgleichung von HRID 450038
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)=[O:3].[BH4-].[Na+]>CO>[NH2:10][C:7]1[CH:8]=[CH:9][C:4]([CH:2]([OH:3])[CH3:1])=[CH:5][CH:6]=1

Komponenten

4

Edukt 2

HCID 7468p-AminoacetophenoneHCID 4311764Sodium borohydride

Produkt 1

HCID 857534-Amino-alpha-methylbenzenemethanolAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 4-amino acetophenone (0.5 g, 3.7 mmol) in methanol (10 ml), was added sodium borohydride (0.27 g, 7.4 mmol, 2 eq) at 0° C. The reaction mixture was stirred for 3 hr at room temperature. The solvent was evaporated and water was added. The compound was extracted with ethyl acetate, then the organic layer was dried over anhydrous sodium sulfate, filtered and concentrated to dryness to yield pure 1-(4-amino-phenyl)-ethanol (0.4 g, 80%).

Aufarbeitung

  1. customThe solvent was evaporated
  2. additionwater was added
  3. extractionThe compound was extracted with ethyl acetate
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-cb06a862c1374d518862cadc08beb88f
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486962B2

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