Ethyl orthoformate → HCID 54227760, compound

HRID 479086Notes

Reaction equation

HRID 479086 reaction equation
[CH:1]1([C:4](=[O:21])[CH2:5][C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[C:10]([O:15][CH3:16])[C:9]=2[S:17]([CH3:20])(=[O:19])=[O:18])=[O:7])[CH2:3][CH2:2]1.[CH2:22]([O:24][CH:25](OCC)OCC)[CH3:23]>C(OC(=O)C)(=O)C>[CH:1]1([C:4](=[O:21])[C:5](=[CH:25][O:24][CH2:22][CH3:23])[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[C:10]([O:15][CH3:16])[C:9]=2[S:17]([CH3:20])(=[O:19])=[O:18])=[O:7])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 31214Ethyl orthoformateHCID 18003809HCID 18003809, compound

Product 1

HCID 54227760HCID 54227760, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A mixture of 3-cyclopropyl-1-(4-fluoro-3-methoxy-2-methylsulphonylphenyl)propane-1,3-dione (5.4 g) and triethylorthoformate (4.8 g) in acetic anhydride (4.5 g) was heated under reflux for 4 hours. The mixture was evaporated to give 3-cyclopropyl-2-ethoxymethylene-1-(4-fluoro-3-methoxy-2-methylsulphonylphenyl)propane-1,3-dione (6.1 g) as a red oil, which was used directly in the next stage.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hours
  3. customThe mixture was evaporated

Sources & evidence

ORD record
ord-c19c9b2b3d134a92b2fb12b477c4a33c
Source dataset
uspto-grants-2003_11
Patent number
US06642418B1

Reaction notes

Loading…