Benzoyl Peroxide → HCID 57443324, compound

HRID 2261800Notes

Reaction equation

HRID 2261800 reaction equation
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[CH:6][C:5]=1[O:11][CH:12]([CH3:14])[CH3:13].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C1C(=O)N([Br:41])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][Br:41])=[CH:6][C:5]=1[O:11][CH:12]([CH3:13])[CH3:14]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 57443322HCID 57443322, compound

Product 1

HCID 57443324HCID 57443324, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
70 °C

Procedure

The mixture of 2-isopropoxy-4-methyl-benzoic acid methyl ester (1.0 g, 4.8 mmol), dibenzoyl peroxide (100 mg), and NBS (0.85 g, 4.8 mmol) in CCl4 (20 mL) is heated at 70° C. overnight. The solid is filtered off and the filtrate is concentrated to a residue. The residue is purified by flash chromatography to afford the title compound as white solid (0.7 g, 51%). LC-ES/MS m/e 287.0 (M+1).

Workup

  1. filtrationThe solid is filtered off
  2. concentrationthe filtrate is concentrated to a residue
  3. customThe residue is purified by flash chromatography

Sources & evidence

ORD record
ord-fa36f86ff985476d8d5fbb8ef211573d
Source dataset
uspto-grants-2010_12
Patent number
US07846960B2

Reaction notes

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