m-Chloroperbenzoic acid → HCID 86735269, compound

HRID 461415Notes

Reaction equation

HRID 461415 reaction equation
[CH3:1][O:2][CH:3]=[CH:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.ClC1C=CC=C(C(OO)=[O:20])C=1>C(Cl)(Cl)Cl>[CH3:1][O:2][CH:3]=[CH:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]2[O:20][CH:8]2[CH:7]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13346382HCID 13346382, compound

Product 1

HCID 86735269HCID 86735269, compoundYield 62.6%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

22.2 g of p-methoxyallylbenzene was dissolved in 200 ml of chloroform and to the mixture was added dropwise, while maintaining the temperature at 0° -5° C, 31.3 g of m-chloroperbenzoic acid dissolved in 1l of chloroform. The resulting mixture was allowed to stand at the same temperature for 40 hours. After the separated m-chlorobenzoic acid was filtered off, the filtrate was washed with 5% sodium hydroxide solution, then with water and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain the residue, which was distilled under reduced pressure, there was obtained 15.4 g (yield 62.6%) of p-methoxyallylbenzene oxide having a boiling point of 90° C/2 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 5% sodium hydroxide solution
  5. dry with materialwith water and dried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customto obtain the residue, which
  8. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-fb39d8b462904a04b6ffff2c567538c8
Source dataset
uspto-grants-1977_12
Patent number
US04062862

Reaction notes

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