Methyl triflate → Methyl-tetrahydrothiopyran-4-one triflate

HRID 43295

Reaction equation

HRID 43295 reaction equation
[S:1]1[CH2:6][CH2:5][C:4](=[O:7])[CH2:3][CH2:2]1.[CH3:8][O:9][S:10]([C:13]([F:16])([F:15])[F:14])(=[O:12])=[O:11]>ClCCl>[OH:12][S:10]([C:13]([F:16])([F:15])[F:14])(=[O:11])=[O:9].[CH3:8][CH:2]1[CH2:3][C:4](=[O:7])[CH2:5][CH2:6][S:1]1

Participants

4

Reactant 2

HCID 9526Methyl triflateHCID 66173Tetrahydrothiopyran-4-one

Product 1

HCID 87658744Methyl-tetrahydrothiopyran-4-one triflate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

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:

Workup

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

Sources & evidence

ORD record
ord-e251509fdc3047e78ec0d2f448c09308
Source dataset
uspto-grants-2013_09
Patent number
US08536347B2

Linked notes

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