m-Chloroperbenzoic acid → HCID 12453357, compound

HRID 248046Notes

Reaction equation

HRID 248046 reaction equation
C([C:4]1[CH:17]=[CH:16][C:15]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=[CH:7][C:6]=2[CH:5]=1)(=O)C.ClC1C=[C:21](C=CC=1)[C:22]([O:24]O)=[O:23]>C(Cl)Cl>[C:22]([O:24][C:4]1[CH:17]=[CH:16][C:15]2[C:10]3[C:9](=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH:8]=[CH:7][C:6]=2[CH:5]=1)(=[O:23])[CH3:21]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 80060Methyl 2-phenanthryl ketone

Product 1

HCID 12453357HCID 12453357, compoundYield 64.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2.2 g (10 mmol) of 2-acetylphenanthrene in 50 mL of CH2Cl2 was stirred with 3.45 g (20 mmol) of m-chloro-peroxybenzoic acid for 3 h and allowed to stand for 93 h at room temperature. The solution was washed twice with 5% KOH solution and once with H2O, was dried and the solvent removed. From MeOH there was obtained 1.52 g of the title compound, m.p. 141°-142.5°.

Workup

  1. washThe solution was washed twice with 5% KOH solution and once with H2O
  2. customwas dried
  3. customthe solvent removed

Sources & evidence

ORD record
ord-eda492b08baf4e46abb7e8a7c064ef75
Source dataset
uspto-grants-1993_05
Patent number
US05208263

Reaction notes

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