Ammonia → 4-(Chloromethyl)-2-(4-chlorophenyl)-5-methyl-1,3-oxazole

HRID 1873586

Reaktionsgleichung

Reaktionsgleichung von HRID 1873586
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([CH3:15])=[C:11]([CH3:14])[N+:12]=2[O-])=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:18])=O.N>C(Cl)(Cl)Cl>[Cl:18][CH2:14][C:11]1[N:12]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[O:9][C:10]=1[CH3:15]

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 24813Phosphorus oxychlorideHCID 32439522-(4-Chlorophenyl)-4,5-dimethyl-1,3-oxazol 3-oxide

Produkt 1

HCID 36136584-(Chloromethyl)-2-(4-chlorophenyl)-5-methyl-1,3-oxazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

1.00 g (4.47 mmol) of the compound from Example 45A are initially charged in 15 ml of chloroform, and 1.5 ml (16.10 mmol) of phosphoryl chloride are added carefully. With stirring, the reaction mixture is heated at reflux for 30 min. The mixture is then cooled to 0° C. and made slightly basic by addition of ammonia. The mixture is extracted three times with in each case 20 ml of ethyl acetate. The combined organic phases are washed twice with in each case 5 ml of water and then dried over magnesium sulfate. The solvent is removed on a rotary evaporator. The residue is used in the next steps without further purification.

Aufarbeitung

  1. temperaturethe reaction mixture is heated
  2. temperatureat reflux for 30 min
  3. extractionThe mixture is extracted three times with in each case 20 ml of ethyl acetate
  4. washThe combined organic phases are washed twice with in each case 5 ml of water
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent is removed on a rotary evaporator
  7. customThe residue is used in the next steps without further purification

Quellen und Nachweise

ORD-Eintrag
ord-5c056f97ffea4c78a613a38e2a9a3887
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08304412B2

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