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

HRID 1873585

Reaktionsgleichung

Reaktionsgleichung von HRID 1873585
[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 diacetylmonoxime 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 of the reaction mixture, hydrogen chloride gas is then introduced 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 resuspended in about 5 ml of water and the suspension is made basic using ammonia. The mixture is then extracted four times with in each case 10 ml of dichloromethane. The combined organic phases are dried over magnesium sulfate and the solvent is removed on a rotary evaporator. The residue is used in the next reaction without further purification.

Aufarbeitung

  1. additionis then introduced for 30 min
  2. customA precipitate is formed
  3. filtrationwhich is filtered off with suction
  4. washwashed twice with in each case 2 ml of diethyl ether
  5. extractionThe mixture is then extracted four times with in each case 10 ml of dichloromethane
  6. dry with materialThe combined organic phases are dried over magnesium sulfate
  7. customthe solvent is removed on a rotary evaporator
  8. customThe residue is used in the next reaction without further purification

Quellen und Nachweise

ORD-Eintrag
ord-0efbddccaff645478b0fec6f552c813a
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08304412B2

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