N-bromobutanimide → 7-(Bromomethyl)-1-benzothiophene

HRID 649003Notes

Reaction equation

HRID 649003 reaction equation
[CH3:1][C:2]1[C:7]2[S:8][CH:9]=[CH:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[Br:11]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:11][CH2:1][C:2]1[C:7]2[S:8][CH:9]=[CH:10][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 64285417-Methyl-1-benzothiophene

Product 1

HCID 107517617-(Bromomethyl)-1-benzothiophene

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

7 g of 7-methylbenzo[b]thiophene, 8,5 g of N-bromosuccinimide and a spatula tip of α,α'-azoisobutyronitrile are refluxed together for 6 hours in 50 ml of carbon tetrachloride. The resulting mixture is cooled, filtered and concentrated by evaporation. The resulting raw title compound can be directly employed in the next step. M.p. when isolated=57° (isopropanol)

Workup

  1. temperatureThe resulting mixture is cooled
  2. filtrationfiltered
  3. concentrationconcentrated by evaporation
  4. customM.p. when isolated=57° (isopropanol)

Sources & evidence

ORD record
ord-b271bc6775614609b28f0c5fa1cee288
Source dataset
uspto-grants-1988_04
Patent number
US04737516

Reaction notes

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