m-Chloroperbenzoic acid → 2-(Oxiran-2-yl)ethyl 2-methylprop-2-enoate

HRID 582442Notes

Reaction equation

HRID 582442 reaction equation
[C:1]([O:6][CH2:7][CH2:8][CH:9]=[CH2:10])(=[O:5])[C:2]([CH3:4])=[CH2:3].C1C=C(Cl)C=C(C(OO)=[O:19])C=1>C(Cl)Cl>[C:1]([O:6][CH2:7][CH2:8][CH:9]1[O:19][CH2:10]1)(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 5498832-Propenoic acid, 2-methyl-, 3-butenyl ester

Product 1

HCID 217271272-(Oxiran-2-yl)ethyl 2-methylprop-2-enoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 3-butenyl methacrylate (5.1 g) was added slowly to the stirred solution of m-CPBA (10.2) in methylene dichloride (70 ml). The resulting solution was stirred at room temperature for 5 hours and then was washed repeatedly with a dilute aqueous solution of potassium carbonate. The solution obtained was then dried with anhydrous magnesium sulfate and evaporated. Pure 3,4-epoxybutyl methacrylate was isolated by column chromatography on silica gel. Yield 3.9 g.

Workup

  1. washwas washed repeatedly with a dilute aqueous solution of potassium carbonate
  2. customThe solution obtained
  3. dry with materialwas then dried with anhydrous magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-ff5e22ebe5f3487aa98790bb8ef85a23
Source dataset
uspto-grants-1999_07
Patent number
US05925253

Reaction notes

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