Bromine → 3-Bromo-7-methyl-1-benzothiophene

HRID 649005Notes

Reaction equation

HRID 649005 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]Br>C(Cl)(Cl)Cl>[Br:11][C:10]1[C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[C:7]=2[S:8][CH:9]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 64285417-Methyl-1-benzothiophene

Product 1

HCID 6150893-Bromo-7-methyl-1-benzothiopheneYield 10%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

25 g of 7-methylbenzo[b]thiophene are dissolved in chloroform and 27 g of bromine added at room temperature with stirring. After one hour the mixture is poured onto water and the organic phase separated, washed, dried and concentrated under vacuum. The title compound (contaminated with ca. 10% of 4-bromo-7-methylbenzo[b]thiophene) is obtained as an oil following vacuum distillation at 92°-98°/2.6 mbar.

Workup

  1. additionAfter one hour the mixture is poured onto water
  2. customthe organic phase separated
  3. washwashed
  4. customdried
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-7f968d97ccf249af81ed67450a41c332
Source dataset
uspto-grants-1988_04
Patent number
US04737516

Reaction notes

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