Acetic Acid → 2-(4-Chlorophenyl)-4,5-dimethyl-1,3-oxazol 3-oxide

HRID 242165

Reaktionsgleichung

Reaktionsgleichung von HRID 242165
[CH3:1]/[C:2](/[C:5]([CH3:7])=[O:6])=[N:3]\[OH:4].[Cl:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=1.C(O)(=O)C.Cl>C(OCC)C>[Cl:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]2[O:6][C:5]([CH3:7])=[C:2]([CH3:1])[N+:3]=2[O-:4])=[CH:11][CH:10]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 77264-ChlorobenzaldehydeHCID 64096332,3-Butanedione monoxime

Produkt 1

HCID 32439522-(4-Chlorophenyl)-4,5-dimethyl-1,3-oxazol 3-oxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

1.00 g (9.89 mmol) of diacetyl monoxime and 1.53 g (10.88 mmol) of 4-chlorobenzaldehyde are initially charged in 2 ml (34.94 mmol) of glacial acetic acid. With ice-cooling, hydrogen chloride gas is then introduced into the reaction mixture for 30 min 10 ml of diethyl ether are then added to the reaction mixture. A precipitate is formed, which is filtered off with suction and washed twice with in each case 2 ml of diethyl ether. The precipitate is suspended in about 5 ml of water, and the suspension is made basic using aqueous ammonia. The suspension is then extracted four times with in each case 10 ml of dichloromethane. The combined organic phases are dried over magnesium sulphate, and the solvent is removed on a rotary evaporator. Without further purification, the product obtained in this manner is used for the subsequent step.

Aufarbeitung

  1. temperatureWith ice-cooling
  2. additionare then added to the reaction mixture
  3. customA precipitate is formed
  4. filtrationwhich is filtered off with suction
  5. washwashed twice with in each case 2 ml of diethyl ether
  6. extractionThe suspension is then extracted four times with in each case 10 ml of dichloromethane
  7. dry with materialThe combined organic phases are dried over magnesium sulphate
  8. customthe solvent is removed on a rotary evaporator
  9. customWithout further purification
  10. customthe product obtained in this manner

Quellen und Nachweise

ORD-Eintrag
ord-e3ba9b776ce74c718a161d7641c8b9af
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08653109B2

Verknüpfte Notizen

Wird geladen…