Trifluoromethanesulfonic acid → HCID 68108667, compound

HRID 385070Notes

Reaction equation

HRID 385070 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[OH:13])[C:6]([O:8][CH3:9])=[O:7])#[N:2].[I:14]N1C(=O)CCC1=O.FC(F)(F)S(O)(=O)=O>C(Cl)(Cl)Cl.CO>[C:1]([C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([I:14])[C:12]=1[OH:13])[C:6]([O:8][CH3:9])=[O:7])#[N:2]

Participants

6

Reactant 3

HCID 62406Trifluoromethanesulfonic acidHCID 120273N-IodosuccinimideHCID 11769089Methyl 3-cyano-4-hydroxybenzoate

Product 1

HCID 68108667HCID 68108667, compoundYield 102%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

Methyl 3-cyano-4-hydroxybenzoate (6.47 g) was dissolved in chloroform (80 mL) and methanol (10 mL), and N-iodosuccinimide (8.63 g) and trifluoromethanesulfonic acid (2.5 mL) were added to the solution, and then the mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure and the obtained residue was washed with water to obtain the title compound (11.29 g) as a pale yellow crystal.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. washthe obtained residue was washed with water

Sources & evidence

ORD record
ord-b8a3d0ff725e4647b76d1a3431b3126e
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

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