Water → 5-Bromo-2,4-dichlorobenzoic acid

HRID 46225

Reaktionsgleichung

Reaktionsgleichung von HRID 46225
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Br:12]Br.O>ClS(O)(=O)=O.[S]>[Br:12][C:8]1[C:9]([Cl:11])=[CH:10][C:2]([Cl:1])=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5]

Komponenten

6

Edukt 3

HCID 962WaterHCID 57872,4-Dichlorobenzoic Acid2×HCID 24408Bromine

Produkt 1

HCID 218625655-Bromo-2,4-dichlorobenzoic acidAusbeute 187,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 5362487SulfurKatalysatorHCID 24638Chlorosulfonic acidLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

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.

Aufarbeitung

  1. temperaturecooled to ambient temperature
  2. customThe resulting solid was isolated by filtration
  3. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-541340427c5d4696b208240ea8e76d24
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541380B2

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