Ethyl orthoformate → HCID 53807424, compound

HRID 2393001Notes

Reaction equation

HRID 2393001 reaction equation
[CH:1]1([C:4](=[O:25])[CH2:5][C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][C:9]=2[S:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:7])[CH2:3][CH2:2]1.[CH2:26]([O:28][CH:29](OCC)OCC)[CH3:27]>C(OC(=O)C)(=O)C>[CH:1]1([C:4](=[O:25])[C:5](=[CH:29][O:28][CH2:26][CH3:27])[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:15])([F:16])[F:17])=[CH:10][C:9]=2[S:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:7])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 31214Ethyl orthoformateHCID 18977991HCID 18977991, compound

Product 1

HCID 53807424HCID 53807424, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A mixture of 3-cyclopropyl-1-(2-phenylsulphenyl-4-trifluoromethylphenyl)propan-1,3-dione (6.0 g) and triethylorthoformate (4.9 g) in acetic anhydride was stirred and heated at reflux for 3 hours. It was cooled and evaporated. The residue was treated with toluene and re-evaporated to dryness to give 1-cyclopropyl-2-ethoxymethylene-3-(2-phenylsulphenyl-4-trifluoromethylphenyl)propan-1,3-dione (6.7 g) as a red oil.

Workup

  1. temperatureheated
  2. temperatureat reflux for 3 hours
  3. temperatureIt was cooled
  4. customevaporated
  5. additionThe residue was treated with toluene
  6. customre-evaporated to dryness

Sources & evidence

ORD record
ord-bbc9ae9dda28450e95bdeafc2124e8cb
Source dataset
uspto-grants-1998_09
Patent number
US05804532

Reaction notes

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