تفاعل #59011

معادلة التفاعل

hydrochloric acid

Trifluoromethanesulfonic anhydride

benzyl 2-benzyloxy-4-hydroxybenzoate

pyridine

→

benzyl 2-benzyloxy-4-trifluoromethanesulfonyloxybenzoate

المذيبات

ethyl acetate

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 30 min
3. 3
   استخلاصthe mixture was extracted with ethyl acetate
4. 4
   غسيلThe organic layer was washed with water and brine
5. 5
   تجفيفdried over anhydrous magnesium sulfate
6. 6
   أخرىThe solvent was evaporated under reduced pressure
7. 7
   أخرىthe residue was purified by medium-pressure liquid silica gel column chromatography (eluent: n-hexane/ethyl acetate=6/1)

الإجراء التجريبي

Trifluoromethanesulfonic anhydride (0.22 mL) was added to an ice-cooled mixture of benzyl 2-benzyloxy-4-hydroxybenzoate (0.40 g) and pyridine (0.1 mL) in methylene chloride (1.5 mL) with stirring, and the mixture was stirred at room temperature for 30 min. The reaction mixture was poured into a mixture of hydrochloric acid and ethyl acetate, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by medium-pressure liquid silica gel column chromatography (eluent: n-hexane/ethyl acetate=6/1) to afford benzyl 2-benzyloxy-4-trifluoromethanesulfonyloxybenzoate (0.56 g).

المصدر