1,3-Dibromo-5,5-dimethylhydantoin → HCID 12717581, compound

HRID 1080708Notes

Reaction equation

HRID 1080708 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[Br:16]N1C(C)(C)C(=O)N(Br)C1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[Br:16][CH:11]([C:8]1[CH:7]=[CH:6][C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[CH:10][CH:9]=1)[C:12]([O:14][CH3:15])=[O:13]

Participants

5

Reactant 3

HCID 64791,3-Dibromo-5,5-dimethylhydantoinHCID 6547AzobisisobutyronitrileHCID 605629Methyl p-tert-butylphenylacetate

Product 1

HCID 12717581HCID 12717581, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A solution of methyl 4-tert-butylphenylacetate (3.0 g), 1,3-dibromo-5,5-dimethylhydantoin (3.28 g) and azobisisobutyronitrile (AIBN, 0.01 g) in carbon tetrachloride (100 ml) was stirred in a 70° oil bath for hours. After cooling the mixture was filtered through Celite® and the filtrate was evaporated to give an oily residue of methyl α-bromo-4-tert-butylphenylacetate.

Workup

  1. temperatureAfter cooling the mixture
  2. filtrationwas filtered through Celite®
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-f774180a3ff74276a570e294afc82da6
Source dataset
uspto-grants-1996_12
Patent number
US05583147

Reaction notes

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