Benzoic acid, 4-ethyl-, methyl ester → Methyl 4-(1-bromoethyl)benzoate

HRID 1654720

Reaktionsgleichung

Reaktionsgleichung von HRID 1654720
[CH2:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1)[CH3:2].[Br:13]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C1C(C(OOOC(=O)C2C=CC=CC=2)=O)=CC=CC=1>[Br:13][CH:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1)[CH3:2]

Komponenten

5

Edukt 2

HCID 23827Benzoic acid, 4-ethyl-, methyl esterHCID 67184N-bromobutanimide

Produkt 1

HCID 12342351Methyl 4-(1-bromoethyl)benzoateAusbeute 109,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 53400210Perbenzoic anhydrideKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

To a solution of methyl 4-ethylbenzoate (5.12 g) in carbon tetrachloride (50 ml) were added perbenzoic anhydride (0.20 g) and N-bromosuccinimide (6.07 g) in turn, and the mixture was heated and refluxed. After 30 minutes, the mixture was allowed to cool, and the precipitate was separated by filtration, and washed with carbon tetrachloride. The filtrate and the washings were combined, and concentrated under reduced pressure to give the title compound (8.28 g)

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperaturerefluxed
  3. temperatureto cool
  4. customthe precipitate was separated by filtration
  5. washwashed with carbon tetrachloride
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-56ee622df6874019bb4d51d01fee57fe
Quelldatensatz
uspto-grants-1995_04
Patentnummer
US05409928

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