Hydrochloric Acid → N-methyl-2-(2-phenoxyphenyl)-2-oxoacetamide

HRID 36429

Reaktionsgleichung

Reaktionsgleichung von HRID 36429
[O:1]([C:8]1[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10](Cl)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:17][N+:18]#[C-:19].C(=O)([O-])[O-:21].[Ca+2].Cl>CC(C)=O.O>[CH3:19][NH:18][C:17](=[O:21])[C:10]([C:9]1[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=1[O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:11]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 10112Calcium CarbonateHCID 11646Methyl isocyanideHCID 110753032-Phenoxybenzoyl chloride

Produkt 1

HCID 11780091N-methyl-2-(2-phenoxyphenyl)-2-oxoacetamideAusbeute 87,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

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.

Aufarbeitung

  1. additionwere added
  2. stirringThe resulting mixture was stirred for 1 hour
  3. extractionextracted with methylene chloride
  4. customAfter drying the organic layer
  5. customthe solvent was evaporated under reduced pressure
  6. washeluted with hexane-ethyl acetate (6:1)

Quellen und Nachweise

ORD-Eintrag
ord-9a96245cefaa4e4aac5f8161d0bf5ca1
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05414122

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