Bromine → HCID 19006175, compound

HRID 1743012Notes

Reaction equation

HRID 1743012 reaction equation
[Br:1]Br.[Br:3][C:4]1[CH:5]=[C:6]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[CH:7]=[CH:8][CH:9]=1>C(O)(=O)C>[Br:1][C:12]1[S:11][C:10]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([Br:3])[CH:5]=2)=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 12060894HCID 12060894, compound

Product 1

HCID 19006175HCID 19006175, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of bromine (8 g; 50 mM) in 20 mL of glacial acetic acid was added dropwise to a vigorously stirred solution of 2-(3'-bromophenyl)thiophene (12 g; 50 mM) in 80 mL of glacial acetic acid. The resulting mixture was heated to reflux 5 hrs, cooled and poured onto ice. A solid separated which was filtered and washed with ice water, and purified on silica gel using hexane as solvent to give 68% of 2-bromo-5-[3'-bromophenyl]thiophene as an amorphous solid.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux 5 hrs
  3. temperaturecooled
  4. additionpoured onto ice
  5. customA solid separated which
  6. filtrationwas filtered
  7. washwashed with ice water
  8. custompurified on silica gel

Sources & evidence

ORD record
ord-58f4f596d9034bc0adeb8c5d880c30c3
Source dataset
uspto-grants-1994_08
Patent number
US05342933

Reaction notes

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