反応 #216845

反応方程式

water

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

allyl 2-fluoro-4-hydroxybenzoate

triethylamine

→

ester

収率 78.1%

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

収率 78.1%

溶媒

THF

THF

反応条件

後処理

1. 1
   抽出extracted with ethyl ether
2. 2
   その他The organic phase is decanted
3. 3
   洗浄washed with water
4. 4
   その他dried on magnesium sulfate
5. 5
   その他evaporated
6. 6
   その他The resulting residue is purified by chromatography on a silica column
7. 7
   洗浄eluted by a 50:50 mixture of dichloromethane and hexane

実験手順

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.

出典