m-Chloroperbenzoic acid → HCID 13849352, compound

HRID 1164905Notes

Reaction equation

HRID 1164905 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1/[CH:8]=[C:9](/[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)\[CH2:10][Br:11].ClC1C=C(C=CC=1)C(OO)=[O:23]>C(Cl)(Cl)Cl>[Br:11][CH2:10][C:9]1([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[O:23]1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13849351HCID 13849351, compound

Product 1

HCID 13849352HCID 13849352, compoundYield 70.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

30 g of Z-1-(2-chlorophenyl)-2-phenyl-3-bromoprop-1-ene were refluxed with 23 of 3-chloroperoxybenzoic acid in 500 ml of chloroform. When the reaction was complete, the chloroform phase was washed acid-free with aqueous sodium bicarbonate solution and water, dried over sodium sulfate and evaporated down under reduced pressure. The residue gave 41.3 g (70.2%) of 2-bromomethyl-2-phenyl--(2-chlorophenyl)-oxirane, which was then further processed with triazole according to the Example below. II. Preparation of the end products

Workup

  1. washthe chloroform phase was washed acid-free with aqueous sodium bicarbonate solution and water
  2. dry with materialdried over sodium sulfate
  3. customevaporated down under reduced pressure

Sources & evidence

ORD record
ord-cd6d360f815d4d6baf16dfff25c124fc
Source dataset
uspto-grants-1990_03
Patent number
US04906652

Reaction notes

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