Thionyl Chloride → 4-[2-(4-Chloromethylphenoxy)ethyl]-5-methyl-2-phenyloxazole

HRID 233276Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 233276
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20]O)=[CH:18][CH:17]=1.S(Cl)([Cl:26])=O>C(Cl)(Cl)Cl>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20][Cl:26])=[CH:18][CH:17]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 118338284-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl alcohol

Produkt 1

HCID 118095944-[2-(4-Chloromethylphenoxy)ethyl]-5-methyl-2-phenyloxazoleAusbeute 90,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl alcohol (6.8 g) in chloroform (100 ml) was added thionyl chloride (3.1 g), and the mixture was stirred for one hour at room temperature. The reaction mixture was washed with a saturated aqueous solution of sodium hydrogencarbonate and then water, followed by drying (MgSO4). The solvent was distilled off to leave 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl chloride (6.5 g, 90%) as colorless needles, m.p.93°-94° C.

Aufarbeitung

  1. washThe reaction mixture was washed with a saturated aqueous solution of sodium hydrogencarbonate
  2. dry with materialby drying (MgSO4)
  3. distillationThe solvent was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-01f8fcbfc83d407e8a9dcfa60ac58dcc
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591862

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