Water → 3-(Oxiran-2-yl)propyl 2-methylprop-2-enoate

HRID 582443Notes

Reaction equation

HRID 582443 reaction equation
[C:1]([O:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11])(=[O:5])[C:2]([CH3:4])=[CH2:3].C1C=C(Cl)C=C(C(OO)=[O:20])C=1.O>C(Cl)Cl>[C:1]([O:6][CH2:7][CH2:8][CH2:9][CH:10]1[O:20][CH2:11]1)(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

5

Reactant 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 20163830HCID 20163830, compound

Product 1

HCID 220966403-(Oxiran-2-yl)propyl 2-methylprop-2-enoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 4-pentenyl methacrylate (9 g) in methylene dichloride (15 ml) was added to a solution of m-CPBA (18 g) in methylene dichloride (150 ml) and the reaction was allowed to proceed for 5 hr. The reaction mixture was then poured into water, the organic phase was separated and then washed several times with a dilute solution of potassium carbonate. The reaction product was washed with water and then dried with anhydrous magnesium sulfate. A pure product was isolated by column chromatography on silica gel. Yield 7 g.

Workup

  1. customthe organic phase was separated
  2. washwashed several times with a dilute solution of potassium carbonate
  3. washThe reaction product was washed with water
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customA pure product was isolated by column chromatography on silica gel

Sources & evidence

ORD record
ord-9618e77e2a0c4193bad9f502a3f091f1
Source dataset
uspto-grants-1999_07
Patent number
US05925253

Reaction notes

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