Reaktion #367772

Reaktionsgleichung

3-methylbenzo[b]thiophene-6-carboxylic acid methyl ester

N-bromosuccinimide

azobisisobutyronitrile

→

3-bromomethylbenzo[b]thiophene-6-carboxylic acid methyl ester

Ausbeute 56.2%

Lösungsmittel

carbon tetrachloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux for 2 hours
3. 3
   Temperaturcooled
4. 4
   workup.ADDITIONThe mixture was diluted with a few ml
5. 5
   Waschenof chloroform, washed with water
6. 6
   Trocknendried (Na2SO4)
7. 7
   Sonstigeevaporated
8. 8
   Sonstigeto give a solid which
9. 9
   Sonstigewas crystallized from ethyl acetate/petrol (b.p. 60°-80° C.)

Vorschrift

A mixture of 3-methylbenzo[b]thiophene-6-carboxylic acid methyl ester (1.03 g), N-bromosuccinimide (0.89 g), azobisisobutyronitrile (0.2 g) and carbon tetrachloride (25 ml) was heated under reflux for 2 hours and then cooled. The mixture was diluted with a few ml. of chloroform, washed with water, dried (Na2SO4) and evaporated to give a solid which was crystallized from ethyl acetate/petrol (b.p. 60°-80° C.) to give 3-bromomethylbenzo[b]thiophene-6-carboxylic acid methyl ester (0.80 g), m.p. 108°-110° C.

Quelle