Water → Oxirane, 2-((4-chlorophenyl)methyl)-

HRID 2107064

Reaction equation

HRID 2107064 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]=[CH2:10])=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:19])C=1.O>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]2[O:19][CH2:10]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 110190641-Allyl-4-chlorobenzene

Product 1

HCID 148012Oxirane, 2-((4-chlorophenyl)methyl)-

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 3-(4-chlorophenyl)prop-1-ene (9.0 g) in chloroform (100 ml) was added portionwise metachloroperbenzoic acid (12.2 g), and the solution was stirred for 5 h at room temperature. The mixture was poured into water, the water layer was separated and the organic layer washed successively with sodium bicaronate, sodium sulphite and water. After drying, evaporation of the solvent gave 1-(4-chlorophenyl)-2,3-epoxypropane as a pale yellow oil. (9.51 g). NMR in CDCl3 :

Workup

  1. customthe water layer was separated
  2. washthe organic layer washed successively with sodium bicaronate, sodium sulphite and water
  3. customAfter drying
  4. customevaporation of the solvent

Sources & evidence

ORD record
ord-b212209cb977459caa6ffe79f2a61af2
Source dataset
uspto-grants-1990_06
Patent number
US04933357

Linked notes

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