Benzoyl Peroxide → HCID 68226878, compound

HRID 1952636Notes

Reaction equation

HRID 1952636 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([CH3:11])=[CH:8][C:9]=1[Br:10])=[O:4].C1C(=O)N([Br:19])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([CH2:11][Br:19])=[CH:8][C:9]=1[Br:10])=[O:4]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 51342004Methyl 3-bromo-5-methylthiophene-2-carboxylate

Product 1

HCID 68226878HCID 68226878, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 3-Bromo-5-methyl-thiophene-2-carboxylic acid methyl ester (1.66 g, 7.06 mmol), NBS (1.63 g, 9.18 mmol), and Benzoyl peroxide (0.085 g, 0.35 mmol) in CCl4 (15 ml) was refluxed in a pressure tube 15 h. The reaction mixture was cooled and evaporated. The residue was purified by column (0-15% EtOAc in hexane) to give 0.99 g (45%) yellow oil product.

Workup

  1. temperaturewas refluxed in a pressure tube 15 h
  2. temperatureThe reaction mixture was cooled
  3. customevaporated
  4. customThe residue was purified by column (0-15% EtOAc in hexane)

Sources & evidence

ORD record
ord-4f4e30095d9247d49b4fc83a38f22240
Source dataset
uspto-grants-2013_03
Patent number
US08404859B2

Reaction notes

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