Phthalide → 1(3H)-Isobenzofuranone, 3-bromo-

HRID 1389508Notes

Reaction equation

HRID 1389508 reaction equation
[C:1]1(=[O:10])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][O:2]1.[Br:11]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:11][CH:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:1](=[O:10])[O:2]1

Participants

4

Reactant 2

HCID 6885PhthalideHCID 67184N-bromobutanimide

Product 1

HCID 962181(3H)-Isobenzofuranone, 3-bromo-Yield 100.7%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 1-isobenzofuranone (150 g) and N-bromosuccinimide (199.05 g) in carbon tetrachloride (3000 ml) is irradiated with a 500 W photospot lamp for 3 hr, cooled and filtered. The filtrate is evaporated to give 3-bromo-1-isobenzofuranone (240 g).

Workup

  1. customis irradiated with a 500 W photospot lamp for 3 hr
  2. temperaturecooled
  3. filtrationfiltered
  4. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-3e589d6af5b84f94823cb6d22175a448
Source dataset
uspto-grants-1981_01
Patent number
US04244966

Reaction notes

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