تفاعل #216845

معادلة التفاعل

water

3-(1-adamantyl)-4-methoxybenzoyl chloride

allyl 2-fluoro-4-hydroxybenzoate

triethylamine

→

ester

المردود 78.1%

allyl 4-[3-(1-adamantyl)-4-methoxybenzoyloxy-]2-fluorobenzoate

المردود 78.1%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with ethyl ether
2. 2
   أخرىThe organic phase is decanted
3. 3
   غسيلwashed with water
4. 4
   أخرىdried on magnesium sulfate
5. 5
   أخرىevaporated
6. 6
   أخرىThe resulting residue is purified by chromatography on a silica column
7. 7
   غسيلeluted by a 50:50 mixture of dichloromethane and hexane

الإجراء التجريبي

To a mixture of 1.96 g (10 mmoles) of allyl 2-fluoro-4-hydroxybenzoate, 1.53 ml (11 mmoles) of triethylamine and 25 ml of THF, there is slowly added a solution of 3 g (10 mmoles) of 3-(1-adamantyl)-4-methoxybenzoyl chloride in 50 ml of THF. The reaction medium is stirred at ambient temperature for 12 hours and then poured into water and extracted with ethyl ether. The organic phase is decanted, washed with water, dried on magnesium sulfate and evaporated. The resulting residue is purified by chromatography on a silica column, eluted by a 50:50 mixture of dichloromethane and hexane. After evaporation of the solvents, 3.63 g (78% yield) of the expected ester having a melting point of 102°-104° C. are obtained.

المصدر