Acetic Anhydride → HCID 86743970, compound

HRID 1651581Notes

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]

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
  2. customthe residue triturated with toluene which
  3. customwas also removed in vacuo
  4. customat 50°
  5. customThe residue, 20.1 g, was used without further purification

Sources & evidence

ORD record
ord-23fe9ec554094c6f81ecd160c56a9471
Source dataset
uspto-grants-1990_05
Patent number
US04929613

Reaction notes

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