m-Chloroperbenzoic acid → HCID 86735268, compound

HRID 461414Notes

Reaction equation

HRID 461414 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]12[O:20][CH:7]1[CH:8]=[CH:9][CH:10]=[CH:11]2

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13346382HCID 13346382, compound

Product 1

HCID 86735268HCID 86735268, compoundYield 109%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

22.2 g of o-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 thus obtained mixture was allowed to stand for 55 hours at the same temperature. After 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 obtained the residue, which was distilled under reduced pressure, there was obtained 26.8 g (yield 54.5%) of o-methoxyallylbenzene oxide having a boiling point of 88.5° - 89.5° C/1 mmHg.

Workup

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

Sources & evidence

ORD record
ord-7e881980babd451dbbb906927116ebac
Source dataset
uspto-grants-1977_12
Patent number
US04062862

Reaction notes

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