Dichloromethane → HCID 18969717, compound

HRID 399066Notes

Reaction equation

HRID 399066 reaction equation
[Cl:1][C:2]1([Cl:21])[C:5](=[O:6])[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[C:3]1[C:13]1[CH:18]=[CH:17][C:16](SC)=[CH:15][CH:14]=1.O[O:23][S:24]([O-:26])=O.[K+].[CH2:28](Cl)Cl>CO.O.CCOCC>[Cl:1][C:2]1([Cl:21])[C:5](=[O:6])[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[C:3]1[C:13]1[CH:14]=[CH:15][C:16]([S:24]([CH3:28])(=[O:26])=[O:23])=[CH:17][CH:18]=1

Participants

7

Reactant 3

HCID 6344DichloromethaneHCID 178815824,4-Dichloro-3-(4-methylthiophenyl)-2-phenyl-2-cyclobuten-1-oneHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 18969717HCID 18969717, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of Example 1 (790mg) in CH2Cl2 (10 mL) and MeOH (10 mL) was added a solution of Oxone® (3.6 g) in H2O (10 mL). The mixture was stirred at r.t. for 2 hr and diluted with Et2O. The organic phase was washed with H2O, brine, dried (MgSO4) and the solvents evaporated. The resulting solid residue was stirred vigorously in hexane/Et2O for 1 hr and then filtered to afford the title compound as a yellow solid, m.p. 124°-125° C.

Workup

  1. washThe organic phase was washed with H2O, brine
  2. dry with materialdried (MgSO4)
  3. customthe solvents evaporated
  4. stirringThe resulting solid residue was stirred vigorously in hexane/Et2O for 1 hr
  5. filtrationfiltered

Sources & evidence

ORD record
ord-c91f3ae9e5804549afb4cc2631bbc5a8
Source dataset
uspto-grants-1998_10
Patent number
US05817700

Reaction notes

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