Benzoyl Peroxide → 2-(Bromomethyl)benzo[b]thiophene

HRID 893952Notes

Reaction equation

HRID 893952 reaction equation
[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[CH:6]=1.[Br:11]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:11][CH2:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[CH:6]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 709522-Methylbenzo(b)thiophene

Product 1

HCID 136426052-(Bromomethyl)benzo[b]thiophene

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 4 g. (0.026 m.) of 2-methylbenzothiophene, 4.7 g. (0.027 m.) of N-bromosuccinimide, a catalytic amount of benzoyl peroxide and 250 ml. of carbon tetrachloride was stirred under irradiation for 30 minutes. The cooled and filtered mixture was evaporated to give an oily 2-bromomethylbenzothiophene.

Workup

  1. additionA mixture of 4 g
  2. temperatureThe cooled
  3. filtrationfiltered mixture
  4. customwas evaporated

Sources & evidence

ORD record
ord-b35554e709494b9b88225b2dc2398126
Source dataset
uspto-grants-1981_08
Patent number
US04282227

Reaction notes

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