Hydrogen Peroxide → HCID 69260344, compound

HRID 1744007Notes

Reaction equation

HRID 1744007 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:18])[CH2:9][S:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1.[OH:19]O.CSC>C(O)(=O)C>[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:18])[CH2:9][S:10]([C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)=[O:19]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 1068Dimethyl SulfideHCID 13007013HCID 13007013, compound

Product 1

HCID 69260344HCID 69260344, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

6.0 g (23.1 mmol) of 2′-hydroxy-2-(4-hydroxyphenylthio) acetophenone and 50 mL of acetic acid were added under a room temperature into a 100 mL flask with four inlets and attached with a stirrer and a thermometer. To the resultant solution, 2.8 g (24.7 mmol) of 30% aqueous solution of hydrogen peroxide was added, and the solution was stirred for 12 hours at a room temperature. Following to the completion of the reaction, 0.5 g of dimethyl sulfide was added into the solution, and then, the solution was extracted with MIBK. The MIBK layer was washed several times with water, and followed by washing with sodium hydrogencarbonate. The MIBK in the solution was distilled out under reduced pressure, and the resultant residue was subjected to recrystallization with ethyl acetate to obtain 4.5 g of 2′-hydroxy-2-(4-hydroxyphenylsulfinyl) acetophenone. The yield was 71% and the melting point of the compound was in a range of 166 to 167° C.

Workup

  1. customattached with a stirrer
  2. additionwas added into the solution
  3. extractionthe solution was extracted with MIBK
  4. washThe MIBK layer was washed several times with water
  5. washby washing with sodium hydrogencarbonate
  6. distillationThe MIBK in the solution was distilled out under reduced pressure
  7. customthe resultant residue was subjected to recrystallization with ethyl acetate

Sources & evidence

ORD record
ord-51cd953e52df4bf1ad46bc7ac55140b1
Source dataset
uspto-grants-2006_03
Patent number
US07012159B1

Reaction notes

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