m-Chloroperbenzoic acid → HCID 68587980, compound

HRID 242159Notes

Reaction equation

HRID 242159 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10][OH:11])=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:20])C=1>ClCCl>[CH3:1][C:2]1[N+:7]([O-:20])=[CH:6][C:5]([O:8][CH2:9][CH2:10][OH:11])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 22036304HCID 22036304, compound

Product 1

HCID 68587980HCID 68587980, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6.00 g of the crude product from example 23A are dissolved in 45.6 ml of dichloromethane, and 9.91 g (43.09 mmol) of meta-chloroperbenzoic acid are added a little at a time. The reaction mixture is stirred at RT for 8 h. The solvent is then removed on a rotary evaporator, and the residue is purified chromatographically on silica gel 60 (mobile phase: gradient cyclohexane/ethyl acetate 20:1→5:1). The product obtained in this manner is used without further purification for the subsequent reaction.

Workup

  1. customThe solvent is then removed on a rotary evaporator
  2. customthe residue is purified chromatographically on silica gel 60 (mobile phase: gradient cyclohexane/ethyl acetate 20:1→5:1)
  3. customThe product obtained in this manner
  4. customis used without further purification for the subsequent reaction

Sources & evidence

ORD record
ord-608ee7badd34448fa88a64a234667eeb
Source dataset
uspto-grants-2014_02
Patent number
US08653109B2

Reaction notes

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