m-Chloroperbenzoic acid → HCID 18520078, compound

HRID 1368185Notes

Reaction equation

HRID 1368185 reaction equation
[C:1]1([O:11][C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.ClC1C=CC=C(C(OO)=[O:26])C=1>ClCCl>[C:1]1([O:11][C:12]2[CH:17]=[CH:16][N+:15]([O-:26])=[CH:14][CH:13]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 18520082HCID 18520082, compound

Product 1

HCID 18520078HCID 18520078, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of Example 136 A (6.62 g; 29 9 mmol) in dichloromethane (40 ml) is treated with m-chloroperbenzoic acid, 80% strength (7 10 g; 32 9 mmol), stirred at room temperature for 24 h and then heated to reflux for a further 2 h The reaction mixture is washed twice with satd aqueous NaHCO3 solution. The combined aqueous phases are extracted with dichloromethane and the combined dichloromethane phases are dried (Na2SO4) and concentrated in vacuo. The residue is crystallized from dichloromethane/petroleum ether.

Workup

  1. temperatureheated
  2. temperatureto reflux for a further 2 h The reaction mixture
  3. washis washed twice with satd aqueous NaHCO3 solution
  4. extractionThe combined aqueous phases are extracted with dichloromethane
  5. dry with materialthe combined dichloromethane phases are dried (Na2SO4)
  6. concentrationconcentrated in vacuo
  7. customThe residue is crystallized from dichloromethane/petroleum ether

Sources & evidence

ORD record
ord-54e02eb1c1014bf38062f346de459f16
Source dataset
uspto-grants-2003_06
Patent number
US06573278B2

Reaction notes

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