m-Chloroperbenzoic acid → HCID 25132211, compound

HRID 1483043Notes

Reaction equation

HRID 1483043 reaction equation
[CH2:1]([O:4][CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:6]([O-])=[O:7])[CH:2]=[CH2:3].ClC1C=C(C=CC=1)C(OO)=[O:20]>C(Cl)Cl>[O:20]1[CH2:3][CH:2]1[CH2:1][O:4][CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:6][OH:7]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 131736719HCID 131736719, compound

Product 1

HCID 25132211HCID 25132211, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolve 2-(allyloxy)-2-phenylacetate (850 mg, 4.77 mmol) in DCM (40 mL) and add m-chloroperoxybenzoic acid (1.5 g, 8.69 mmol) in a single portion. Stir at ambient temperature overnight. Concentrate under reduced pressure and purify via flash column chromatography using 10% MeOH in DCM to elute. Remove the solvents under reduced pressure to give the product as a colorless oil (900 mg, 97.2%). MS (m/z): 195 (M+1).

Workup

  1. concentrationConcentrate under reduced pressure
  2. custompurify via flash column chromatography
  3. washto elute
  4. customRemove the solvents under reduced pressure

Sources & evidence

ORD record
ord-a34960aa4f7843b38df780feb1851820
Source dataset
uspto-grants-2016_08
Patent number
US09416138B2

Reaction notes

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