2-Iodoxybenzoic acid → HCID 68295207, compound

HRID 2279600Notes

Reaction equation

HRID 2279600 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][C@H:7]2[C@H:11]([OH:12])[CH2:10][N:9]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:8]2)=[CH:4][C:3]=1[F:22].I(C1C=CC=CC=1C(O)=O)(=O)=O>CCOC(C)=O>[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][CH:7]2[C:11](=[O:12])[CH2:10][N:9]([C:13]([O:15][C:16]([CH3:18])([CH3:19])[CH3:17])=[O:14])[CH2:8]2)=[CH:4][C:3]=1[F:22]

Participants

4

Reactant 2

HCID 1087942-Iodoxybenzoic acidHCID 131733491HCID 131733491, compound

Product 1

HCID 68295207HCID 68295207, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 414 (0.200 g, 0.603 mmol) and EtOAc (20 mL) was added 2-iodoxybenzoic acid (0.675 g, 2.41 mmol) and the resulting solution heated at reflux overnight. The reaction was cooled to RT and the white solid was filtered off and the filtrated was concentrated in vacuo to afford 0.16 g (80%) of tert-butyl 3-(4-chloro-3-fluorophenoxy)-4-oxo-pyrrolidine-1-carboxylate (416): LC-MS (ESI) m/z 274 (M+H-56).

Workup

  1. temperaturethe resulting solution heated
  2. temperatureat reflux overnight
  3. filtrationthe white solid was filtered off
  4. concentrationthe filtrated was concentrated in vacuo

Sources & evidence

ORD record
ord-62cd33c55f4e4769ad34d3031b7bc047
Source dataset
uspto-grants-2015_09
Patent number
US09133187B2

Reaction notes

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