N-Iodosuccinimide → 6-Fluoro-3-iodo-2-methylbenzoic acid
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]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- stirringstirred for 3 h until solid
- customproduced
- customThe precipitate was collected
- washwashed with water, and air
- customdried
Sources & evidence
- ORD record
- ord-3d6abf5aae93473b8177b07cf1144408
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08399507B2
Reaction notes
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