Trifluoromethanesulfonic acid → HCID 68108695, compound

HRID 385088Notes

Reaction equation

HRID 385088 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[OH:12])[C:5]([O:7][CH3:8])=[O:6].[I:13]N1C(=O)CCC1=O.FC(F)(F)S(O)(=O)=O>ClCCl.CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([I:13])[C:11]=1[OH:12])[C:5]([O:7][CH3:8])=[O:6]

Participants

6

Reactant 3

HCID 62406Trifluoromethanesulfonic acidHCID 77580Methyl 3-chloro-4-hydroxybenzoateHCID 120273N-Iodosuccinimide

Product 1

HCID 68108695HCID 68108695, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

Methyl 3-chloro-4-hydroxybenzoate (12.31 g) was dissolved in dichloromethane (100 mL) and methanol (12 mL), and N-iodosuccinimide (15.59 g) and trifluoromethanesulfonic acid (2 mL) were added to the solution, and then the mixture was stirred at room temperature for 2 hours. The solvent was distilled off under reduced pressure and the obtained residue was'washed with water (100 mL) to obtain the title compound (20.52 g) as a colorless crystal.

Workup

  1. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-50b1a2854174465eaf420e34749c402b
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

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