تفاعل #1182289

معادلة التفاعل

4-(2-hydroxy-ethoxy)-phenol

imidazole

tert-butyldimethylchlorosilane

→

4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-phenol

المردود 70.4%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىThe mixture was partitioned between ethyl acetate and water
2. 2
   أخرىOrganic layer was separated
3. 3
   استخلاصaqueous layer was extracted with ethyl acetate
4. 4
   غسيلThe combined organic layers were washed with water and brine
5. 5
   تجفيفdried over MgSO4
6. 6
   تركيزconcentrated
7. 7
   أخرىThe residue was purified by chromatography (EtOAc:hexanes=1;4)

الإجراء التجريبي

To a solution of 4-(2-hydroxy-ethoxy)-phenol (4.2 g, 27 mmol) in anhydrous N,N-dimethylformamide (30 mL) at 0° C. was added imidazole (2.1 g, 31 mmol) and tert-butyldimethylchlorosilane (4 g, 27 mmol). The reaction mixture was then stirred at 0° C. for 1 h. The mixture was partitioned between ethyl acetate and water. Organic layer was separated, aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over MgSO4, and concentrated. The residue was purified by chromatography (EtOAc:hexanes=1;4) to give 4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-phenol as a colorless oil (5.1 g, 70%)

المصدر