Reaktion #691932

Reaktionsgleichung

7-(4-methylbenzyl)-1-benzothiophene

N-bromosuccinimide

→

title compound

Ausbeute 56.0%

3-bromo-7-(4-methylbenzyl)-1-benzothiophene

Ausbeute 56.0%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was evaporated under reduced pressure
2. 2
   workup.ADDITIONdiluted with ethyl acetate
3. 3
   WaschenAfter washed with 20 wt % sodium thiosulfate aqueous solution and brine
4. 4
   Trocknenthe organic phase was dried with anhydrous magnesium sulfate
5. 5
   FiltrationAfter the desiccant was filtered off
6. 6
   Sonstigethe residue obtained
7. 7
   Sonstigeby evaporating the solvent under reduced pressure
8. 8
   Sonstigewas purified by silica gel column chromatography (hexane:ethyl acetate=100:1-50:1)

Vorschrift

An acetonitrile (30 mL) solution of 7-(4-methylbenzyl)-1-benzothiophene (1.24 g, 5.20 mmol) was added with N-bromosuccinimide (1.01 g, 5.72 mmol) and stirred at room temperature for two hours. The solvent was evaporated under reduced pressure and diluted with ethyl acetate. After washed with 20 wt % sodium thiosulfate aqueous solution and brine, the organic phase was dried with anhydrous magnesium sulfate. After the desiccant was filtered off, the residue obtained by evaporating the solvent under reduced pressure was purified by silica gel column chromatography (hexane:ethyl acetate=100:1-50:1) to obtain a colorless powdered title compound (0.92 g, 56%).

Quelle