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

HRID 1704316Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1704316
[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-c56a9060aefd4d91ab00c00c819339a8
Quelldatensatz
uspto-grants-1978_11
Patentnummer
US04126635

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