Acetic Acid → Ethyl (2-acetamido-3-benzoylphenyl)acetate

HRID 2051862Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2051862
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[CH:8][CH:7]=[CH:6][C:5]=2[CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19].C(O)(=[O:25])C.O=[O+][O-].[OH2:30]>>[C:2]([NH:3][C:4]1[C:9]([C:10](=[O:25])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])(=[O:30])[CH3:1]

Komponenten

5

Edukt 4

HCID 176Acetic Acid2×HCID 962WaterHCID 24823OzoneHCID 23342680Ethyl (2-methyl-3-phenyl-1H-indol-7-yl)acetate

Produkt 1

HCID 54304647Ethyl (2-acetamido-3-benzoylphenyl)acetate

Versuchsvorschrift

A solution of 5 g. (0.017 mole) of ethyl α-(2-methyl-3-phenylindol-7-yl)acetate and 75 ml. of acetic acid was treated with ozone for 25 minutes. After ozonation, the acetic acid solution was diluted with water and extracted with ether. The ether extracts were washed with water, 5% sodium carbonate, dried (magnesium sulfate) and concentrated. Recrystallization from isopropanol gave 2.6 g. (47%) of product which melted at 133°-134° C.

Aufarbeitung

  1. extractionextracted with ether
  2. washThe ether extracts were washed with water, 5% sodium carbonate
  3. dry with materialdried (magnesium sulfate)
  4. concentrationconcentrated
  5. customRecrystallization from isopropanol
  6. customgave 2.6 g

Quellen und Nachweise

ORD-Eintrag
ord-e41521fd0c30499ca37edd637820198d
Quelldatensatz
uspto-grants-1980_01
Patentnummer
US04182774

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