m-Chloroperbenzoic acid → 7-Oxa-3-azabicyclo[4.1.0]heptan-3-yl(phenyl)methanone

HRID 580918Notes

Reaction equation

HRID 580918 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[C:12]([N:20]1[CH2:25][CH:24]=[CH:23][CH2:22][CH2:21]1)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(Cl)Cl>[O:9]1[CH:23]2[CH:24]1[CH2:25][N:20]([C:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:21][CH2:22]2

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 5700373,6-dihydro-2H-pyridin-1-yl(phenyl)methanone

Product 1

HCID 3321977-Oxa-3-azabicyclo[4.1.0]heptan-3-yl(phenyl)methanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of metachloroperbenzoic acid (12 mmole) in methylene chloride is added dropwise to a solution of 39 at 4 C. The reaction mixture is allowed to stir overnight at room temperature. It is made basic and then extracted with methylene chloride. Following work-up and flash chromatography affords 40.

Workup

  1. extractionextracted with methylene chloride

Sources & evidence

ORD record
ord-38d96c7a65cc4d679f4c6a336398b03f
Source dataset
uspto-grants-1999_07
Patent number
US05919797

Reaction notes

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