Reaktion #819941

Reaktionsgleichung

1-methylsulfanyl-2-chloromethyl-benzene

dichloromethane

sodium thiosulfate

bromine

→

4-bromo-2-chloro-1-methylsulfanyl-benzene

Ausbeute 87.0%

Lösungsmittel

ethyl acetate

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeSeparate the organic layer
2. 2
   Waschenwash with brine
3. 3
   Trocknendry with MgSO4
4. 4
   Filtrationfilter
5. 5
   Einengenconcentrate in vacuo
6. 6
   WaschenChromatograph the residue on a SiO2 column eluting with hexane

Vorschrift

Combine 1-methylsulfanyl-2-chloromethyl-benzene (3.7 g, 23 mmol), iron (130 mg, 2.3 mmol), bromine (1.2 mL, 238 mmol), and dichloromethane (150 mL). Stir for 2 hours. Add water (10 mL), aqueous saturated sodium thiosulfate (100 mL) and ethyl acetate (100 mL). Separate the organic layer and wash with brine, dry with MgSO4, filter and concentrate in vacuo. Chromatograph the residue on a SiO2 column eluting with hexane to give 4.8 g of 4-bromo-2-chloro-1-methylsulfanyl-benzene (87%).

Quelle