m-Chloroperbenzoic acid → HCID 14329854, compound

HRID 2232264Notes

Reaction equation

HRID 2232264 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[CH2:11])[CH2:9][OH:10])=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:20])C=1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([CH2:11][OH:20])[CH2:9][O:10]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 1065468945941-96-6

Product 1

HCID 14329854HCID 14329854, compoundYield 72.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent3×

Procedure

To a solution of the compound prepared in Example 4(c), β-(4-chlorophenyl)-β-methylene ethanol (1.05g) in chloroform (50 mL) add, with cooling, (ice bath) a solution of m-chloroperbenzoic acid (1.2g) in chloroform. Stir the chloroform solution for 4 hr. Wash the chloroform solution, successively, with aqueous 10% NaHSO3 (to remove excess per acid) followed by aqueous NaHCO3 and finally with water. Dry (Na2SO4) the chloroform solution. Remove the chloroform in vacuo to provide the title compound as a colourless oil (0.83 g). Use the title compound without any further purification in the next reaction.

Workup

  1. temperaturewith cooling
  2. washWash the chloroform solution
  3. dry with materialDry (Na2SO4) the chloroform solution
  4. customRemove the chloroform in vacuo

Sources & evidence

ORD record
ord-9ab5f7fdd1e04bbc9b95666df4faea19
Source dataset
uspto-grants-1988_11
Patent number
US04788190

Reaction notes

Loading…