Acetic Anhydride → N-(3-Bromo-4-methylphenyl)acetamide

HRID 29819

Reaktionsgleichung

Reaktionsgleichung von HRID 29819
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[CH3:9])[NH2:5].[C:10](OC(=O)C)(=[O:12])[CH3:11]>C(Cl)Cl>[C:10]([NH:5][C:4]1[CH:6]=[CH:7][C:8]([CH3:9])=[C:2]([Br:1])[CH:3]=1)(=[O:12])[CH3:11]

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 82187Benzenamine, 3-bromo-4-methyl-

Produkt 1

HCID 11708413N-(3-Bromo-4-methylphenyl)acetamideAusbeute 99,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3-bromo-4-methylaniline (1.27 g, 6.82 mmol) in DCM (20 mL) at (0° C. is added acetic anhydride (0.676 mL, 7.16 mmol) dropwise. After 30 minutes, the mixture is partitioned between DCM and saturated sodium carbonate solution. The layer is separated and the aqueous layer is extracted with DCM. The combined organic extracts are washed with brine, dried over Na2SO4, filtered and concentrated to afford the title compound (1.55 g, 99%). The residue is used in the next step without further purification.

Aufarbeitung

  1. customthe mixture is partitioned between DCM and saturated sodium carbonate solution
  2. customThe layer is separated
  3. extractionthe aqueous layer is extracted with DCM
  4. washThe combined organic extracts are washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b205cd67cc5f4963b841b1479888a34a
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423038B2

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