Hydrogen Peroxide → HCID 21111713, compound

HRID 1766631Notes

Reaction equation

HRID 1766631 reaction equation
[CH:1]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[OH:16]O>C(O)(=O)C>[O:16]=[C:11]1[C:12]2[C:13](=[O:15])[C:14]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[S:6][C:7]=2[CH:8]=[CH:9][CH2:10]1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 10295Thioxanthone

Product 1

HCID 21111713HCID 21111713, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a well stirred solution of 10.3 g of thioxanthen-9-one in 100 ml of glacial acetic acid at 80° C. 5 ml of hydrogen peroxide (35%) was added dropwise. The solution was stirred for 30 minutes, and then concentrated under reduced pressure and additional dichloromethane was added. The organic phase was washed with a solution of sodium hydroxide and then with water. After drying (Na2SO4) the solvent was removed under vacuum and 11 g of an oil were obtained. The oil was purified with a flash chromatography (SiO2) eluting with CH2Cl2 and CH2Cl2/Ethyl acetate 9:1; 8.44 g of a yellow solid were obtained in a yield of 72%.

Workup

  1. customat 80° C
  2. concentrationconcentrated under reduced pressure and additional dichloromethane
  3. additionwas added
  4. washThe organic phase was washed with a solution of sodium hydroxide
  5. dry with materialAfter drying (Na2SO4) the solvent
  6. customwas removed under vacuum

Sources & evidence

ORD record
ord-28f3d7d9753545df84d745ce4b1d18e0
Source dataset
uspto-grants-2007_06
Patent number
US07230121B2

Reaction notes

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