Ethanol → 5-Benzyl-3-(chloromethyl)-1,2,4-oxadiazole

HRID 1076352Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1076352
[Cl:1][CH2:2][C:3](=[N:5][OH:6])[NH2:4].Cl.[C:8]1(N=CC(OCC)=O)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:21](O)[CH3:22]>>[Cl:1][CH2:2][C:3]1[N:4]=[C:21]([CH2:22][C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[O:6][N:5]=1

Komponenten

4

Edukt 3

HCID 702EthanolHCID 41122522-chloro-N'-hydroxyethanimidamideHCID 21540475Ethyl phenyliminoacetate hydrochloride

Produkt 1

HCID 120442135-Benzyl-3-(chloromethyl)-1,2,4-oxadiazole

Versuchsvorschrift

A mixture of chloroacetamide oxime, 11.0 g. (0.10 mole), and ethyl phenyliminoacetate hydrochloride, 22 g. (0.11 mole), in 80 ml. of absolute ethanol is refluxed for one hour. After cooling, the ammonium chloride which precipitates is filtered off and the alcohol is removed in vacuo. Upon steam distillation of the residue, 7.0 gm. of 3-chloromethyl-5-benzyl-1,2,4-oxadiazole is obtained, n20 1.5386.

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe ammonium chloride which precipitates
  3. filtrationis filtered off
  4. customthe alcohol is removed in vacuo
  5. distillationUpon steam distillation of the residue, 7.0 gm

Quellen und Nachweise

ORD-Eintrag
ord-c563bab3674c40f2bb308f1a8f37b253
Quelldatensatz
uspto-grants-1976_05
Patentnummer
US03956498

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