N-bromobutanimide → 3,6-Dibromoisobenzofuran-1(3H)-one

HRID 259099Notes

Reaction equation

HRID 259099 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>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

5

Reactant 3

HCID 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 filtered off and the solvent removed in vacuo to give an oil, which was used immediately.

Workup

  1. temperatureOn cooling
  2. filtrationthe succinimide was filtered off
  3. customthe solvent removed in vacuo
  4. customto give an oil, which

Sources & evidence

ORD record
ord-23a4df72807d4b6487d6dc5c09f1fc0c
Source dataset
uspto-grants-1977_07
Patent number
US04036829

Reaction notes

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