Реакция #1605818

Уравнение реакции

tert-butyldimethylchlorosilane

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

imidazole

→

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

Выход 86.1%

Растворители

tetrahydrofuran

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Другоеpurified water
2. 2
   workup.ADDITIONwas added
3. 3
   Другоеthe reaction
4. 4
   Экстракцияthe mixture was extracted with ethyl acetate
5. 5
   ПромывкаThe organic layer was washed with a saturated aqueous solution of sodium bicarbonate
6. 6
   Сушкаa saturated aqueous solution of ammonium chloride, and a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate
7. 7
   Концентрированиеconcentrated under reduced pressure
8. 8
   ДругоеThe residue was purified by flash column chromatography

Методика

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).

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