Ethyl orthoformate → HCID 85410153, compound

HRID 370341Notes

Reaction equation

HRID 370341 reaction equation
[CH:1]1([C:4](=[O:20])[CH2:5][C:6]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([F:19])([F:18])([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)=[O:7])[CH2:3][CH2:2]1.[CH2:21]([O:23][CH:24](OCC)OCC)[CH3:22]>C(OC(=O)C)(=O)C>[CH:1]1([C:4](=[O:20])[C:5](=[CH:24][O:23][CH2:21][CH3:22])[C:6]([C:8]2[CH:9]=[CH:10][C:11]([S:14]([F:15])([F:16])([F:17])([F:18])[F:19])=[CH:12][CH:13]=2)=[O:7])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 31214Ethyl orthoformateHCID 23283971HCID 23283971, compound

Product 1

HCID 85410153HCID 85410153, compoundYield 103.5%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A mixture of 3-cyclopropyl-1-(4-pentafluorosulphanylphenyl)-propan-1,3-dione (0.82 g) and triethylorthoformate (3.1 g) in acetic anhydride (40 ml) was heated at reflux temperature for 6 hours. The excess reagent and solvent were evaporated to give 3-cyclopropyl-2-ethoxymethylene-1-(4-pentafluorosulphanylphenyl)-propan-1,3-dione (1.0 g) as an orange oil. This was used directly in the subsequent reaction stage.

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 6 hours
  3. customThe excess reagent and solvent were evaporated

Sources & evidence

ORD record
ord-c04efa5d1be94acd9f35316bee48a3fe
Source dataset
uspto-grants-2000_10
Patent number
US06140528

Reaction notes

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