Acetic Anhydride → HCID 67639832, compound

HRID 2393037Notes

Reaction equation

HRID 2393037 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([S:8]([CH3:11])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=1[C:12](=[O:18])[CH2:13][C:14](=[O:17])[CH2:15][CH3:16].[CH:19](OCC)(OCC)[O:20][CH2:21][CH3:22].C(OC(=O)C)(=O)C>>[Cl:1][C:2]1[CH:7]=[C:6]([S:8]([CH3:11])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=1[C:12](=[O:18])[C:13](=[CH:19][O:20][CH2:21][CH3:22])[C:14](=[O:17])[CH2:15][CH3:16]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 18977980HCID 18977980, compound

Product 1

HCID 67639832HCID 67639832, compoundYield 85.9%

Procedure

A mixture of 1-[2-chloro-4-(methylsulphonyl)phenyl]pentan-1,3-dione (7.0 g), triethyl orthoformate (7.2 g) and acetic anhydride was stirred and heated at reflux for 4 hours. The mixture was cooled and evaporated to dryness. Toluene was added to the residue and then re-evaporated to give 1-[2-chloro-4-(methylsulphonyl)phenyl]-2-ethoxymethylenepentan-1,3-dione (7.18 g) as a sticky orange solid which was not purified further.

Workup

  1. temperatureheated
  2. temperatureat reflux for 4 hours
  3. temperatureThe mixture was cooled
  4. customevaporated to dryness
  5. additionToluene was added to the residue
  6. customre-evaporated

Sources & evidence

ORD record
ord-ef3e7365267640e284b75b45097858a4
Source dataset
uspto-grants-1998_09
Patent number
US05804532

Reaction notes

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