m-Chloroperbenzoic acid → HCID 86735257, compound

HRID 461405Notes

Reaction equation

HRID 461405 reaction equation
[Cl:1][CH:2]=[CH:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.ClC1C=CC=C(C(OO)=[O:19])C=1>C(Cl)(Cl)Cl>[Cl:1][CH:2]=[CH:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]2[O:19][CH:7]2[CH:6]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 138711(3-Chloroallyl)benzene

Product 1

HCID 86735257HCID 86735257, compoundYield 55.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

24.6 g of p-chloroallylbenzene was dissolved in 100 ml of chloroform and to the mixture was added dropwise, while maintaining the temperature at 0° - 5° C, 34.5 g of m-chloroperbenzoic acid dissolved in 1l of chloroform. The resulting mixture was allowed to stand at the same temperature for 72 hours. After the separated m-chlorobenzoic acid was filtered off, the filtrate was washed with 10% sodium hydroxide solution, then with water and dried over anhydrous sodium sulfate. The solvent was evaporated to obtain the residue, which was distilled under reduced pressure to give 15.1 g (yield 55.7%) of p-chloroallylbenzene oxide having a boiling point of 96° C/2.5 mmHg.

Workup

  1. additionwas added dropwise
  2. temperaturewhile maintaining the temperature at 0° - 5° C
  3. filtrationAfter the separated m-chlorobenzoic acid was filtered off
  4. washthe filtrate was washed with 10% sodium hydroxide solution
  5. dry with materialwith water and dried over anhydrous sodium sulfate
  6. customThe solvent was evaporated
  7. customto obtain the residue, which
  8. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-e79e175c486d424c85cbe67ac99f86e3
Source dataset
uspto-grants-1977_12
Patent number
US04062862

Reaction notes

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