Reaktion #74503

ord-541340427c5d4696b208240ea8e76d24

Reaktionsgleichung

O
water
O=C(O)c1ccc(Cl)cc1Cl
2,4-dichlorobenzoic acid
O=C(O)c1ccc(Cl)cc1Cl
compound 80
O=C(O)c1ccc(Cl)cc1Cl
2,4-dichlorobenzoic acid
BrBr
bromine
O=C(O)c1cc(Br)c(Cl)cc1Cl
title compound
Ausbeute 187.5%
O=C(O)c1cc(Br)c(Cl)cc1Cl
5-Bromo-2,4-dichlorobenzoic acid
Ausbeute 187.5%

Lösungsmittel

Reaktionsbedingungen

Temperatur
70°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturcooled to ambient temperature
  2. 2
    SonstigeThe resulting solid was isolated by filtration
  3. 3
    Sonstigedried in vacuo

Vorschrift

To a solution of 2,4-dichlorobenzoic acid (compound 80, 25.0 g, 131 mmol) in chlorosulfonic acid (100 mL) was added bromine (3.4 mL, 65 mmol) and sulfur (0.20 g, 6.6 mmol). The reaction mixture was stirred at 70° C. overnight and then cooled to ambient temperature. The reaction mixture was poured into iced water. The resulting solid was isolated by filtration and dried in vacuo to yield title compound (32.9 g, 93%) as pale brown solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08541380B2uspto-grants-2013_09