Benzene → Ethyl 2-Methyl-3-(2-Nitrophenyl)propenoate

HRID 1976888

Reaktionsgleichung

Reaktionsgleichung von HRID 1976888
[CH:1]1C=CC=CC=1.[N+:7]([C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[CH:12]=O)([O-:9])=[O:8].[C:18]([O:21][CH2:22][CH3:23])(=[O:20])[CH3:19].CCCCCC>>[CH3:1][C:19](=[CH:12][C:11]1[CH:14]=[CH:15][CH:16]=[CH:17][C:10]=1[N+:7]([O-:9])=[O:8])[C:18]([O:21][CH2:22][CH3:23])=[O:20]

Komponenten

4

Edukt 3

HCID 241BenzeneHCID 111012-NitrobenzaldehydeHCID 21226206Ethyl acetate hexane

Produkt 1

HCID 54049283Ethyl 2-Methyl-3-(2-Nitrophenyl)propenoate

Versuchsvorschrift

Into 500 ml of benzene, 21.0 g (139.0 mmol) of 2-nitrobenzaldehyde (manufactured by Aldrich Chemical Co., Inc.) and 50.0 g (138.0 mmol) of Wittig reagent (carbethoxyethylidene triphenylphosphorane, manufactured by Aldrich Chemical Co., Inc.) were dissolved; and the mixture was stirred at room temperature for one night. After the completion of the reaction was verified by TLC, the reaction liquid was concentrated under a reduced pressure, and ethanol was added to the resulting residue. The crystal precipitated in this solution was filtered out, and the filtrate was concentrated under a reduced pressure, so as to yield an oily product, which was then refined by a silica gel column chromatography (silica gel; developing solvent: ethyl acetate/hexane=1/4), whereby 32.1 g of the aimed compound were obtained as an oily product (yield: 98.2%).

Aufarbeitung

  1. customthe reaction liquid
  2. concentrationwas concentrated under a reduced pressure, and ethanol
  3. additionwas added to the resulting residue
  4. customThe crystal precipitated in this solution
  5. filtrationwas filtered out
  6. concentrationthe filtrate was concentrated under a reduced pressure
  7. customso as to yield an oily product, which

Quellen und Nachweise

ORD-Eintrag
ord-4fcb13e7d02f40b38cc9b8c2db408a46
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06229020B1

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