Benzoyl Peroxide → Ethyl 4-(bromomethyl)-2-chlorobenzoate

HRID 1904413Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1904413
[Cl:1][C:2]1[CH:12]=[C:11]([CH3:13])[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[Br:14]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:14][CH2:13][C:11]1[CH:10]=[CH:9][C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])=[C:2]([Cl:1])[CH:12]=1

Komponenten

5

Edukt 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 14459377Benzoic acid, 2-chloro-4-methyl-, ethyl ester

Produkt 1

HCID 14459378Ethyl 4-(bromomethyl)-2-chlorobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A mixture of ethyl 2-chloro-4-methylbenzoate (2.34 g, 0.0118 mol), N-bromosuccinimide (2.05 g, 0.0115 mol), and benzoyl peroxide (0.5 g) in carbon tetrachloride (50 ml) was heated under reflux for 90 minutes. The resulting solution was filtered and the solvent was evaporated off under reduced pressure to yield ethyl 4-(bromomethyl)-2-chlorobenzoate as a yellow crystalline solid having the following structural characteristics:

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 90 minutes
  3. filtrationThe resulting solution was filtered
  4. customthe solvent was evaporated off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-144559fac48f445fa7c30663345cfb4e
Quelldatensatz
uspto-grants-1989_06
Patentnummer
US04837333

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