Succinimide → 3,6-Dibromoisobenzofuran-1(3H)-one

HRID 1658242Notes

Reaction equation

HRID 1658242 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][O:7][C:8]2=[O:9])=[CH:4][CH:3]=1.[Br:12]N1C(=O)CCC1=O.N(CCCC#N)=NCCCC#N.C1(=O)NC(=O)CC1>C(Cl)(Cl)(Cl)Cl>[Br:12][CH:6]1[C:5]2[C:10](=[CH:11][C:2]([Br:1])=[CH:3][CH:4]=2)[C:8](=[O:9])[O:7]1

Participants

6

Reactant 4

HCID 11439SuccinimideHCID 67184N-bromobutanimideHCID 2622356-Bromo-1,3-dihydro-2-benzofuran-1-oneHCID 14151322Azobisbutyronitrile

Product 1

HCID 214230293,6-Dibromoisobenzofuran-1(3H)-one

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

6-Bromophthalide (5.85 gms; 0.0275 mole), N-bromosuccinimide (4.89 gm; 0.0275 mole) and azobisbutyronitrile (0.1 gm) were gently refluxed in dry carbon tetrachloride (200 ml.) for 2 hours. On cooling, the succinimide was filered off and the solvent removed in vacuo to give an oil, which was used immediately.

Workup

  1. temperatureOn cooling
  2. customthe solvent removed in vacuo
  3. customto give an oil, which

Sources & evidence

ORD record
ord-e5133a3536e745a09b18b95b04a09993
Source dataset
uspto-grants-1976_06
Patent number
US03963704

Reaction notes

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