Ethyl orthoformate → HCID 53796438, compound

HRID 2256952Notes

Reaction equation

HRID 2256952 reaction equation
[CH:1]1([C:4](=[O:20])[CH2:5][C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[C:10]([F:15])[C:9]=2[S:16]([CH3:19])(=[O:18])=[O:17])=[O:7])[CH2:3][CH2:2]1.[CH:21](OCC)(OCC)[O:22][CH2:23][CH3:24]>C(OC(=O)C)(=O)C>[CH:1]1([C:4](=[O:20])[C:5](=[CH:21][O:22][CH2:23][CH3:24])[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[C:10]([F:15])[C:9]=2[S:16]([CH3:19])(=[O:18])=[O:17])=[O:7])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 31214Ethyl orthoformateHCID 53945143HCID 53945143, compound

Product 1

HCID 53796438HCID 53796438, compoundYield 112.1%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A mixture of 3-cyclopropyl-1-(3,4-difluoro-2-methylsulphonylphenyl)propane-1,3-dione (0.85 g) and triethyl orthoformate (1.04 g) in acetic anhydride was stirred and heated at reflux for 4 hours. It was evaporated to dryness and the residue was treated with toluene and re-evaporated to give 3-cyclopropyl-1-(3,4-difluoro-2-methylsulphonylphenyl)-2-ethoxymethylenepropane-1,3-dione (1.13 g) as a brown oil which was not purified further.

Workup

  1. temperatureheated
  2. temperatureat reflux for 4 hours
  3. customIt was evaporated to dryness
  4. additionthe residue was treated with toluene
  5. customre-evaporated

Sources & evidence

ORD record
ord-45c4e2bf28e54b83bd84d294d25c8649
Source dataset
uspto-grants-1997_08
Patent number
US05656573

Reaction notes

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