N-Iodosuccinimide → 6-Fluoro-3-iodo-2-methylbenzoic acid

HRID 1948668Notes

Reaction equation

HRID 1948668 reaction equation
[I:1]N1C(=O)CCC1=O.[F:9][C:10]1[C:15]([C:16]([OH:18])=[O:17])=[C:14]([CH3:19])[CH:13]=[CH:12][CH:11]=1>FC(F)(F)S(O)(=O)=O>[F:9][C:10]1[C:15]([C:16]([OH:18])=[O:17])=[C:14]([CH3:19])[C:13]([I:1])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 134781322-Fluoro-6-methylbenzoic acid

Product 1

HCID 594505486-Fluoro-3-iodo-2-methylbenzoic acid

Reagents, catalysts & solvents 1

HCID 62406Trifluoromethanesulfonic acidSolvent

Procedure

N-Iodosuccinimide (7.47 g, 33.2 mmol) was added dropwise to a stirred solution of 6-fluoro-2-methylbenzoic acid (5.12 g, 33.2 mmol) in trifluoromethanesulfonic acid (50 mL) at room temperature. The mixture was stirred at room temperature overnight, poured into ice/water and stirred for 3 h until solid produced. The precipitate was collected, washed with water, and air dried to give the title compound as a yellow solid.

Workup

  1. stirringstirred for 3 h until solid
  2. customproduced
  3. customThe precipitate was collected
  4. washwashed with water, and air
  5. customdried

Sources & evidence

ORD record
ord-3d6abf5aae93473b8177b07cf1144408
Source dataset
uspto-grants-2013_03
Patent number
US08399507B2

Reaction notes

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