Reaktion #1605818

Reaktionsgleichung

tert-butyldimethylchlorosilane

8-(3-Nitro-4-phenylphenoxy)octan-1-ol

imidazole

→

tert-butyldimethyl{[8-(3-nitro-4-phenylphenoxy)octyl]oxy}silane

Ausbeute 86.1%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepurified water
2. 2
   workup.ADDITIONwas added
3. 3
   Sonstigethe reaction
4. 4
   Extraktionthe mixture was extracted with ethyl acetate
5. 5
   WaschenThe organic layer was washed with a saturated aqueous solution of sodium bicarbonate
6. 6
   Trocknena saturated aqueous solution of ammonium chloride, and a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate
7. 7
   Einengenconcentrated under reduced pressure
8. 8
   SonstigeThe residue was purified by flash column chromatography

Vorschrift

8-(3-Nitro-4-phenylphenoxy)octan-1-ol (1.23 g, 3.5 mmol) and imidazole (408 mg, 6.0 mmol) were dissolved in tetrahydrofuran (15 mL) and a solution of tert-butyldimethylchlorosilane (750 mg, 5.0 mmol) in tetrahydrofuran (5 mL) was added thereto. After stirring the reaction mixture at room temperature for 18 hours, purified water was added to stop the reaction and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium bicarbonate, a saturated aqueous solution of ammonium chloride, and a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by flash column chromatography to obtain tert-butyldimethyl{[8-(3-nitro-4-phenylphenoxy)octyl]oxy}silane (1.38 g).

Quelle