Reaktion #430459

Reaktionsgleichung

ethyl 5-chloro-3-methylbenzo(b)thiophene-2-carboxylate

N-bromosuccinimide

benzoyl peroxide

→

Ethyl 3-bromomethyl-5-chlorobenzo(b)thiophene-2-carboxylate

Lösungsmittel

carbon tetrachloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed
2. 2
   Sonstigeilluminated with sunlamp for 2 hours
3. 3
   TemperaturThe resulting suspension was cooled
4. 4
   Filtrationfiltered
5. 5
   Sonstigethe filter cake was triturated with methanol
6. 6
   Sonstigeto give 9.9 g, (85%) of the methanol-insoluble ethyl 3-bromomethyl-5-chlorobenzo(b)thiophene-2-carboxylate

Vorschrift

A mixture of ethyl 5-chloro-3-methylbenzo(b)thiophene-2-carboxylate (9.0 g, 0.035 mol), N-bromosuccinimide (6.53 g, 0.037 mol) and benzoyl peroxide (130 mg) in carbon tetrachloride (150 ml) was refluxed and illuminated with sunlamp for 2 hours. The resulting suspension was cooled, filtered and the filter cake was triturated with methanol to give 9.9 g, (85%) of the methanol-insoluble ethyl 3-bromomethyl-5-chlorobenzo(b)thiophene-2-carboxylate: mp 148°-150° C.

Quelle