Hydrochloric Acid → (6-Amino-3-methylbenzofuran-2-yl)(4-chlorophenyl)methanone

HRID 865280

Reaktionsgleichung

Reaktionsgleichung von HRID 865280
[CH3:1][C:2]1[C:6]2[CH:7]=[CH:8][C:9]([NH:11]C(=O)C)=[CH:10][C:5]=2[O:4][C:3]=1[C:15](=[O:23])[C:16]1[CH:21]=[CH:20][C:19](C)=[CH:18][CH:17]=1.[ClH:24].C(OC(=O)C)C>CO>[NH2:11][C:9]1[CH:8]=[CH:7][C:6]2[C:2]([CH3:1])=[C:3]([C:15]([C:16]3[CH:21]=[CH:20][C:19]([Cl:24])=[CH:18][CH:17]=3)=[O:23])[O:4][C:5]=2[CH:10]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 19959494N-[3-methyl-2-(4-methylbenzoyl)-1-benzofuran-6-yl]acetamide

Produkt 1

HCID 17589933(6-Amino-3-methylbenzofuran-2-yl)(4-chlorophenyl)methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

3.1 g (10 mmol) of N-[3-methyl-2-(4-methyl-benzoyl)benzofuran-6-yl]-acetamide were suspended in 40 ml methanol. 20 ml 2.6N HCl were added with stirring. The reaction mixture was heated to reflux. After 1 hour a clear solution was obtained. After 3 hours reflux the solution was cooled to room temperature and ethylacetate was added. The organic layer was washed once with NaOH-solution, two times with water, dried over Na4SO4 and concentrated in vacuo. The residue was further purified by crystallisation.

Aufarbeitung

  1. temperatureThe reaction mixture was heated to reflux
  2. customAfter 1 hour a clear solution was obtained
  3. temperatureAfter 3 hours reflux the solution
  4. washThe organic layer was washed once with NaOH-solution, two times with water
  5. dry with materialdried over Na4SO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was further purified by crystallisation

Quellen und Nachweise

ORD-Eintrag
ord-b361bee6c9624a54bf81d0c850b38bf4
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05565488

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