Acetic Anhydride → HCID 54282814, compound

HRID 21448Notes

Reaction equation

HRID 21448 reaction equation
[CH:1]1([C:4](=[O:19])[CH2:5][C:6]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][C:9]=2[F:18])=[O:7])[CH2:3][CH2:2]1.[CH:20](OCC)(OCC)[O:21][CH2:22][CH3:23].C(OC(=O)C)(=O)C>>[CH:1]1([C:4](=[O:19])[C:5](=[CH:20][O:21][CH2:22][CH3:23])[C:6]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:15])=[O:16])=[CH:10][C:9]=2[F:18])=[O:7])[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 199317613-Cyclopropyl-1-(2-fluoro-4-methylsulphonylphenyl)-propan-1,3-dione

Product 1

HCID 54282814HCID 54282814, compoundYield 99.3%

Procedure

A mixture of 3-cyclopropyl-1-(2-fluoro-4-methylsulphonylphenyl)-propan-1,3-dione (7.4 g), triethyl orthoformate (8.5 g) and acetic anhydride was stirred and heated at reflux for 4 hours. The mixture was evaporated to dryness. Xylene was added and the mixture was re-evaporated to give 3-cyclopropyl-2-ethoxymethylene-1-(2-fluoro-4-methylsulphonylphenyl)-propan-1,3-dione (8.8 g) as a red oil which was not further purified.

Workup

  1. temperatureheated
  2. temperatureat reflux for 4 hours
  3. customThe mixture was evaporated to dryness
  4. additionXylene was added
  5. customthe mixture was re-evaporated

Sources & evidence

ORD record
ord-b0888011e25f4d4083baef64a38d23fd
Source dataset
uspto-grants-1995_06
Patent number
US05424276

Reaction notes

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