Acetic Anhydride → N-(4-Methoxy-2,3-dimethylphenyl)acetamide

HRID 1269818

Reaktionsgleichung

Reaktionsgleichung von HRID 1269818
[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([N+:9]([O-])=O)[CH:5]=[CH:4][C:3]=1[O:12][CH3:13].[C:14](OC(=O)C)(=[O:16])[CH3:15].CCCCCC>CO.[Pd]>[CH3:13][O:12][C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:14](=[O:16])[CH3:15])=[C:7]([CH3:8])[C:2]=1[CH3:1]

Komponenten

6

Edukt 3

HCID 7918Acetic AnhydrideHCID 8058HexaneHCID 5964652,3-Dimethyl-4-nitroanisole

Produkt 1

HCID 11275552N-(4-Methoxy-2,3-dimethylphenyl)acetamideAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 2,3-dimethyl-4-nitroanisole (1.04 g, 5.74 mmol) in methanol (20 ml) was added 10%-Pd/C (100 mg) at room temperature, and the resulting solution was stirred under a hydrogen atmosphere. After 1 hour, the reaction solution was filtered by the use of Celite and the filtrate was concentrated under reduced pressure and then dried. The residue was dissolved in ethyl acetate (10 ml), followed by adding thereto acetic anhydride (0.867 ml, 9.18 mmol), and the resulting mixture was refluxed. After 2 hours, hexane (70 ml) was poured into the reaction solution and the crystals formed were filtered under reduced pressure and then dried to obtain N-(4-methoxy-2,3-dimethylphenyl)acetamide (1.02 g, 92%).

Aufarbeitung

  1. filtrationthe reaction solution was filtered by the use of Celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customdried
  4. dissolutionThe residue was dissolved in ethyl acetate (10 ml)
  5. additionby adding
  6. waitAfter 2 hours
  7. customthe crystals formed
  8. filtrationwere filtered under reduced pressure
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-1f386c4ce45247b7b06a434d5dcb06fa
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07199147B2

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