HCID 21938667, compound → HCID 9883845, compound

HRID 382497Notes

Reaction equation

HRID 382497 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([NH:15][C:16]2[C:21]([C:22]([F:25])([F:24])[F:23])=[CH:20][CH:19]=[CH:18][C:17]=2[F:26])=[C:6]([CH2:8][C:9]([O:11]C(C)C)=[O:10])[CH:7]=1>CS(O)(=O)=O>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([NH:15][C:16]2[C:21]([C:22]([F:23])([F:24])[F:25])=[CH:20][CH:19]=[CH:18][C:17]=2[F:26])=[C:6]([CH2:8][C:9]([OH:11])=[O:10])[CH:7]=1

Participants

3

Reactant 1

HCID 21938667HCID 21938667, compound

Product 1

HCID 9883845HCID 9883845, compound

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Procedure

Isopropyl 5-methyl-2-(2′-fluoro-6′-trifluoromethylanilino)phenylacetate (2.9 g, 8.4 mmol) is dissolved in methanesulfonic acid (25 ml) and stirred at room temperature for 8 hours. The reaction mixture is slowly added to 200 ml of ice in a beaker. After the ice has melted, the solution is stirred to produce a white solid which is isolated by filtration. The solid is flash chromatographed on silica-gel using 35% EtOAc as an eluant to give 5-methyl-2-(2′-fluoro-6′-trifluoromethylanilino)phenylacetic acid as a white solid, m.p. 155-156°.

Workup

  1. stirringthe solution is stirred
  2. customto produce a white solid which
  3. customis isolated by filtration
  4. customchromatographed on silica-gel

Sources & evidence

ORD record
ord-91d54620f391498da8a1dab687c4165a
Source dataset
uspto-grants-2001_10
Patent number
US06310099B1

Reaction notes

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