Thionyl Chloride → 4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole

HRID 22250Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 22250
O[CH2:2][C:3]1[N:4]=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)[O:6][C:7]=1[CH3:8].S(Cl)([Cl:18])=O>ClCCl>[Cl:18][CH2:2][C:3]1[N:4]=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)[O:6][C:7]=1[CH3:8]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 19430222HCID 19430222, Verbindung

Produkt 1

HCID 50764854-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 4-hydroxymethyl-2-(4-methylphenyl)-5-methyl-1,3-oxazole (3 g) in 30 ml of dichloromethane was cooled to 0° C., and thionyl chloride (1.75 g) added dropwise. The reaction was stirred for 1 hour at room temperature, then washed twice with dilute sodium bicarbonate solution, the organic layer separated, dried over sodium sulfate, and the solvent evaporated under reduced pressure, to yield 4-chloromethyl-2-(4-methylphenyl)-5-methyl-l,3-oxazole, which was used in the next reaction without further purification.

Aufarbeitung

  1. washwashed twice with dilute sodium bicarbonate solution
  2. customthe organic layer separated
  3. dry with materialdried over sodium sulfate
  4. customthe solvent evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-907e8a3271eb451eb04e801c9d881b52
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05428037

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