Réaction #71573

ord-e251509fdc3047e78ec0d2f448c09308

Équation de réaction

O=C1CCSCC1
tetrahydrothiopyran-4-one
COS(=O)(=O)C(F)(F)F
methyltrifluoromethane sulfonate
CC1CC(=O)CCS1.O=S(=O)(O)C(F)(F)F
Methyl-Tetrahydrothiopyran-4-One Triflate

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe solvent was removed after about 30 minutes
  2. 2
    Autrewas then recrystallized with a mixture of ethyl acetate and hexane (1:2 by weight)
  3. 3
    Autreto obtain a white solid product
  4. 4
    FiltrationThe solid product was filtered
  5. 5
    Autredried for 1 hour in an oven at 50° C.
  6. 6
    Autreto obtain the following product

Mode opératoire

2 mmol of tetrahydrothiopyran-4-one was dissolved in 5 ml of dichloromethane at 0° C., and about 2 mmol of methyltrifluoromethane sulfonate was slowly dripped to the mixture. The solvent was removed after about 30 minutes, and was then recrystallized with a mixture of ethyl acetate and hexane (1:2 by weight) to obtain a white solid product. The solid product was filtered and dried for 1 hour in an oven at 50° C. to obtain the following product:

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08536347B2uspto-grants-2013_09