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Acetic Anhydride → HCID 86743970, compound

HRID 1651581
Notes
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Reaction equation

HRID 1651581 reaction equation
[C:1]([NH:4][CH:5]1[CH2:9][CH2:8][CH:7]([C:10]2[C:15]([F:16])=[CH:14][C:13]([C:17](=[O:24])[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:12]([F:25])[CH:11]=2)[CH2:6]1)(=[O:3])[CH3:2].[CH:26](OCC)(OCC)[O:27][CH2:28][CH3:29].C(OC(=O)C)(=O)C>>[C:1]([NH:4][CH:5]1[CH2:9][CH2:8][CH:7]([C:10]2[C:15]([F:16])=[CH:14][C:13]([C:17](=[O:24])[C:18](=[CH:26][O:27][CH2:28][CH3:29])[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:12]([F:25])[CH:11]=2)[CH2:6]1)(=[O:3])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 14770849HCID 14770849, compound

Product 1

HCID 86743970HCID 86743970, compound

Procedure

A solution of 17.7 g (50 mmol) of 4-[3-(acetylamino)cyclopentyl]-2,5-difluoro-β-oxobenzenepropanoic acid, ethyl ester, 11.1 g (75 mmol) triethyl orthoformate and 75 ml of acetic anhydride was refluxed for 3 hours. The solvent was removed in vacuo and the residue triturated with toluene which was also removed in vacuo, then in high vacuo at 50°. The residue, 20.1 g, was used without further purification.

Workup

  1. customThe solvent was removed in vacuo
  • customthe residue triturated with toluene which
  • customwas also removed in vacuo
  • customat 50°
  • customThe residue, 20.1 g, was used without further purification
  • Sources & evidence

    ORD record
    ord-23fe9ec554094c6f81ecd160c56a9471
    Source dataset
    uspto-grants-1990_05
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04929613

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes