Methyl iodide → HCID 59642142, compound

HRID 2080943Notes

Reaction equation

HRID 2080943 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([S:8]([F:13])([F:12])([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:14])[C:3]=1[OH:15].[C:16]([O-])([O-])=O.[K+].[K+].CI>CN(C=O)C>[Br:1][C:2]1[CH:7]=[C:6]([S:8]([F:13])([F:9])([F:10])([F:11])[F:12])[CH:5]=[C:4]([Cl:14])[C:3]=1[O:15][CH3:16]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 59642138HCID 59642138, compound

Product 1

HCID 59642142HCID 59642142, compoundYield 78.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4.20 g of 2-bromo-6-chloro-4-pentafluorosulfanylphenol were stirred together with 3.48 g of K2CO3 and 2.68 g of CH3I in 50 ml of anhydrous DMF at RT for 24 hours. The solvent was then removed under reduced pressure and subsequently taken up with 100 ml each of water and EA. The phases were left to separate and extraction was then effected twice more with 100 ml each time of EA. Drying was effected over Na2SO4 and the solvent was removed under reduced pressure. Chromatography on silica gel using 1:1 DIP/HEP afforded 3.44 g of a colorless viscous liquid.

Workup

  1. customThe solvent was then removed under reduced pressure
  2. waitThe phases were left
  3. customto separate
  4. extractionextraction
  5. customDrying
  6. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-e8a727809bf84308a244bff8dcaff729
Source dataset
uspto-grants-2011_04
Patent number
US07932416B2

Reaction notes

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