Acetic Anhydride → HCID 86745340, compound

HRID 1647018Notes

Reaction equation

HRID 1647018 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=[O:18])[CH2:12]3)[CH:5]=[C:4]([F:19])[C:3]=1[C:20]([F:23])([F:22])[F:21].[C:24](OC(=O)C)(=[O:26])[CH3:25]>>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[N:14]([C:24](=[O:26])[CH3:25])[C:13](=[O:18])[CH2:12]3)[CH:5]=[C:4]([F:19])[C:3]=1[C:20]([F:23])([F:22])[F:21]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 86745339HCID 86745339, compound

Product 1

HCID 86745340HCID 86745340, compound

Procedure

A mixture of 5-[(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy]-2-indolinone (6.8 g, 18.9 mmol) in acetic anhydride is heated at reflux temperature with stirring for 30 minutes, cooled to room temperature and concentrated in vacuo to give a brown wet residue. The residue is re-evaporated twice using xylenes and chromatographed using 10% ethyl acetate in hexane to give the title product as a white solid, 5.1 g (67%), mp 119°-121° C., identified by 1HNMR.

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature
  3. concentrationconcentrated in vacuo
  4. customto give a brown wet residue
  5. customThe residue is re-evaporated twice using xylenes
  6. customchromatographed

Sources & evidence

ORD record
ord-dbd4a7db80c443729540206153d987a2
Source dataset
uspto-grants-1993_01
Patent number
US05182397

Reaction notes

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