Reaktion #64707

ord-9a96245cefaa4e4aac5f8161d0bf5ca1

Reaktionsgleichung

Cl
hydrochloric acid
O=C(Cl)c1ccccc1Oc1ccccc1
2-phenoxybenzoyl chloride
[C-]#[N+]C
methyl isocyanide
O=C([O-])[O-].[Ca+2]
calcium carbonate
CNC(=O)C(=O)c1ccccc1Oc1ccccc1
title compound
Ausbeute 87.1%
CNC(=O)C(=O)c1ccccc1Oc1ccccc1
N-methyl-2-(2-phenoxyphenyl)-2-oxoacetamide
Ausbeute 87.1%

Lösungsmittel

Reaktionsbedingungen

Temperatur
50°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwere added
  2. 2
    workup.STIRRINGThe resulting mixture was stirred for 1 hour
  3. 3
    Extraktionextracted with methylene chloride
  4. 4
    SonstigeAfter drying the organic layer
  5. 5
    Sonstigethe solvent was evaporated under reduced pressure
  6. 6
    Wascheneluted with hexane-ethyl acetate (6:1)

Vorschrift

A mixture of 2-phenoxybenzoyl chloride (1.09 g) and methyl isocyanide (383 mg) was stirred at 50° C. for 3 hours. Then, the mixture was diluted with acetone (10 ml), and water (2 ml) and calcium carbonate (500 mg) were added. The resulting mixture was stirred for 1 hour. The mixture was neutralized with dilute hydrochloric acid and extracted with methylene chloride. After drying the organic layer, the solvent was evaporated under reduced pressure. The residue was subjected to column chromatography on silica gel and eluted with hexane-ethyl acetate (6:1) to obtain the title compound as crystals (1.04 g, Yield: 87.1%), mp: 94°-95° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05414122uspto-grants-1995_05