Reaction #2161239

ord-e10bcd3a857e41448b4796a72dc2cde4

Reaction equation

CC(C)(C)Oc1ccc([S+](c2ccccc2)c2ccccc2)cc1.O=C(OC(C(F)(F)F)C(F)(F)S(=O)(=O)[O-])c1ccccc1
4-tert-butoxyphenyldiphenylsulfonium 1,1,3,3,3-pentafluoro-2-benzoyloxypropane-1-sulfonate
CS(=O)(=O)O
Methanesulfonic acid
O=C(OC(C(F)(F)F)C(F)(F)S(=O)(=O)[O-])c1ccccc1.Oc1ccc([S+](c2ccccc2)c2ccccc2)cc1
(4-hydroxyphenyl)diphenylsulfonium 1,1,3,3,3-pentafluoro-2-benzoyloxypropane-1-sulfonate

Conditions

Temperature
40°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherprepared in Synthesis Example 14
  2. 2
    Temperaturewas heated
  3. 3
    WashThe organic layer was washed with 30 g of water three times
  4. 4
    Concentrationconcentrated
  5. 5
    workup.ADDITIONDiethyl ether was added to the
  6. 6
    Concentrationconcentrate for crystallization
  7. 7
    FiltrationThe crystals were filtered
  8. 8
    Otherdried
  9. 9
    Otherobtaining the target compound in an amount of 4.9 g

Procedure

In 60 g of dichloromethane was dissolved 6.7 g of 4-tert-butoxyphenyldiphenylsulfonium 1,1,3,3,3-pentafluoro-2-benzoyloxypropane-1-sulfonate (PAG4) prepared in Synthesis Example 14. Methanesulfonic acid, 0.1 g, was added to the solution, which was heated and stirred at 40° C. for 3 hours. The organic layer was washed with 30 g of water three times, and concentrated. Diethyl ether was added to the concentrate for crystallization. The crystals were filtered and dried, obtaining the target compound in an amount of 4.9 g.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07919226B2uspto-grants-2011_04