m-Chloroperbenzoic acid → HCID 14307644, compound

HRID 868262Notes

Reaction equation

HRID 868262 reaction equation
[CH3:1][O:2][C:3]1[CH:27]=[CH:26][C:6]([CH2:7][C:8]2[O:9][C:10]3[C:17](=[O:18])[C:16]([S:19][CH2:20][CH3:21])=[C:15]([CH2:22][CH2:23][CH3:24])[C:14](=[O:25])[C:11]=3[C:12]=2[CH3:13])=[CH:5][CH:4]=1.ClC1C=CC=C(C(OO)=[O:36])C=1>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][C:8]2[O:9][C:10]3[C:17](=[O:18])[C:16]([S:19]([CH2:20][CH3:21])=[O:36])=[C:15]([CH2:22][CH2:23][CH3:24])[C:14](=[O:25])[C:11]=3[C:12]=2[CH3:13])=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 14307643HCID 14307643, compound

Product 1

HCID 14307644HCID 14307644, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product of Example 11 (247 mg, 0.66 mmol) in CH2Cl2 (30 mL) was added m-chloroperbenzoic acid (140 mg). The reaction was complete in a few minutes, and was quenched with 10% NaCO3. The organic layer was separated, dried (Na2SO4) and the crude product was chromatographed on silica gel (30% EtOAc/hexane) to give the title compound.

Workup

  1. waitThe reaction was complete in a few minutes
  2. customwas quenched with 10% NaCO3
  3. customThe organic layer was separated
  4. dry with materialdried (Na2SO4)
  5. customthe crude product was chromatographed on silica gel (30% EtOAc/hexane)

Sources & evidence

ORD record
ord-bf7f6d2ee5364dc9bcd62d658b096893
Source dataset
uspto-grants-1988_10
Patent number
US04778805

Reaction notes

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