Water → 5-Bromothiophene-3-carboxylic acid

HRID 2108753Notes

Reaction equation

HRID 2108753 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([C:6]([OH:8])=[O:7])=[CH:2]1.[Br:9]Br.O>CC(O)=O>[Br:9][C:5]1[S:1][CH:2]=[C:3]([C:6]([OH:8])=[O:7])[CH:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6918Thiophene-3-carboxylic acidHCID 24408Bromine

Product 1

HCID 120399785-Bromothiophene-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

Thiophene-3-carboxylic acid (0.51 g, 4 mmol) was dissolved in HOAc (5 mL) and Br2 (0.21 mL, 4 mmol) was added in 1 mL HOAc. The reaction mixture was stirred for 40 minutes, poured into water and a white precipitate formed, which was filtered and dried to 0.70 g grams of product that contains about 30% 2,5-dibromothiophane-3-carboxylic acid.

Workup

  1. customa white precipitate formed
  2. filtrationwhich was filtered
  3. customdried to 0.70 g grams of product that

Sources & evidence

ORD record
ord-32dcd373d3ae4997a36d58ab5dd572d2
Source dataset
uspto-grants-2009_04
Patent number
US07514448B2

Reaction notes

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