Bromine → Methyl 2-[2-(bromomethyl)phenyl]-2-(methoxyimino)acetate

HRID 374304Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 374304
[Br:1]Br.[CH3:3][O:4][N:5]=[C:6]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH3:17])[C:7]([O:9][CH3:10])=[O:8]>ClC(Cl)(Cl)Cl>[CH3:3][O:4][N:5]=[C:6]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][Br:1])[C:7]([O:9][CH3:10])=[O:8]

Komponenten

4

Edukt 2

HCID 24408BromineHCID 54500888Methyl 2-(methoxyimino)-2-(2-methylphenyl)acetate

Produkt 1

HCID 54028047Methyl 2-[2-(bromomethyl)phenyl]-2-(methoxyimino)acetateAusbeute 46 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

21.4 g (0.133 mol) of bromine are added to a stirred solution of 27.5 g (0.133 mol) of methyl 2-methylphenylglyoxylate O-methyloxime in 400 ml of tetrachloromethane. The mixture is then refluxed while irradiating with a 300W Hg vapor lamp for four hours. It is then concentrated, the residue is taken up in ethyl acetate/water, and the organic phase is washed with H2O, dried with sodium sulfate and evaporated. The crude product is purified by chromatography on silica gel with cyclohexane/ethyl acetate (9/1). 17.4 g (46%) of the abovementioned compound are obtained as an oil.

Aufarbeitung

  1. temperatureThe mixture is then refluxed
  2. concentrationIt is then concentrated
  3. washthe organic phase is washed with H2O
  4. dry with materialdried with sodium sulfate
  5. customevaporated
  6. customThe crude product is purified by chromatography on silica gel with cyclohexane/ethyl acetate (9/1)

Quellen und Nachweise

ORD-Eintrag
ord-f9f9253011864d32a6860c01494094fb
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05166399

Notizen zur Reaktion

Wird geladen…