Thiophene-3-carboxylic acid → 5-Bromothiophene-3-carboxylic acid

HRID 891439Notes

Reaction equation

HRID 891439 reaction equation
[Br:1]Br.[S:3]1[CH:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4]1>C(O)(=O)C>[Br:1][C:7]1[S:3][CH:4]=[C:5]([C:8]([OH:10])=[O:9])[CH:6]=1

Participants

4

Reactant 2

HCID 6918Thiophene-3-carboxylic acidHCID 24408Bromine

Product 1

HCID 120399785-Bromothiophene-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

Bromine (46.5 g) in acetic acid (200 mL) was added dropwise to a solution of thiophene-3-carboxylic acid (38 g) in acetic acid (300 mL). After the addition was complete, stirring was continued at room temperature for 30 min. The reaction mixture was poured into 2000 mL of ice/water and the precipitated solid was collected and recrystallised from water to give a colourless solid; MS (ES−) 205, 207 (MH+).

Workup

  1. additionAfter the addition
  2. customthe precipitated solid was collected
  3. customrecrystallised from water
  4. customto give a colourless solid

Sources & evidence

ORD record
ord-fafbc8f04d19408794b011ee5ba0279d
Source dataset
uspto-grants-2006_02
Patent number
US07001914B2

Reaction notes

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