Bromine → HCID 22473703, compound

HRID 2183628Notes

Reaction equation

HRID 2183628 reaction equation
[Br:1]Br.[CH3:3][C:4]1[C:12]2[CH:11]=[CH:10][S:9][C:8]=2[CH:7]=[CH:6][CH:5]=1.C([O-])(=O)C.[Na+]>ClCCl>[Br:1][C:11]1[C:12]2[C:4]([CH3:3])=[CH:5][CH:6]=[CH:7][C:8]=2[S:9][CH:10]=1

Participants

5

Reactant 3

HCID 24408BromineHCID 84345Benzo(b)thiophene, 4-methyl-HCID 517045Sodium Acetate

Product 1

HCID 22473703HCID 22473703, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of bromine (2.94 ml) in dichloromethane (30 ml) was added dropwise under nitrogen at −5° C. to a stirred mixture of 4-methylbenzo[b]thiophene (7.68 g), sodium acetate (6.38 g) and dichloromethane (100 ml). The mixture was stirred at ambient temperature for 6 hours, then it was filtered and the solvent was removed in vacuo. The residue was was distilled in vacuo to give 3-bromo-4-methylbenzo[b]thiophene (6.04 g) as a yellow oil, b.p. 100-120° C. @ 0.4 mmHg, which was used without further purification.

Workup

  1. filtrationit was filtered
  2. customthe solvent was removed in vacuo
  3. distillationThe residue was was distilled in vacuo

Sources & evidence

ORD record
ord-6c7e561839064dee8e0367cda1e03219
Source dataset
uspto-grants-2005_05
Patent number
US06900216B2

Reaction notes

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