Methyl phenylacetate → Benzeneacetic acid, alpha-bromo-, methyl ester

HRID 3973

Reaktionsgleichung

Reaktionsgleichung von HRID 3973
[Br:1]N1C(=O)CCC1=O.[C:9]1([CH2:15][C:16]([O:18][CH3:19])=[O:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:1][CH:15]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:16]([O:18][CH3:19])=[O:17]

Komponenten

5

Edukt 2

HCID 7559Methyl phenylacetateHCID 67184N-bromobutanimide

Produkt 1

HCID 137806Benzeneacetic acid, alpha-bromo-, methyl esterAusbeute 93,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 7187Benzoyl PeroxideKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

In this example, a mixture containing 5.93 g of N-bromosuccinimide, 5.0 g of methyl phenylacetate; and a catalytic amount (about 0.1 g) of benzoyl peroxide in 50 ml of carbon tetrachloride was warmed to reflux and then refluxed for about 12 hours. The mixture was then cooled to about 0° C. and filtered. The filtrate was concentrated by evaporation under vacuum affording 7.1 g of the title compound as an oil.

Aufarbeitung

  1. temperatureto reflux
  2. temperaturerefluxed for about 12 hours
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated by evaporation under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-5dcd18cf32f744b38e1a3a9e2e554156
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04723031

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