反応 #446345

反応方程式

ethyl 3,3-dimethyl-4-pentenoate

3-phenoxybenzyl alcohol

sodium ethoxide

→

3-phenoxybenzyl 3,3-dimethyl-4-pentenoate

収率 83.9%

溶媒

toluene

反応条件

後処理

1. 1
   温度was heated
2. 2
   温度under reflux for 24 hours, with a Dean-Stark apparatus
3. 3
   workup.ADDITIONcontaining a molecular sieve
4. 4
   その他to absorb the evolved ethanol
5. 5
   workup.ADDITIONby adding an anhydrous ether solution of hydrogen chloride
6. 6
   workup.ADDITIONThe neutral solution was poured into water
7. 7
   その他The ether layer was separated
8. 8
   乾燥dried over magnesium sulfate
9. 9
   workup.DISTILLATIONdistilled

実験手順

A mixture of 374 mg of ethyl 3,3-dimethyl-4-pentenoate, 400 mg of 3-phenoxybenzyl alcohol and 16 mg of sodium ethoxide in 10 ml of toluene was heated under reflux for 24 hours, with a Dean-Stark apparatus containing a molecular sieve to absorb the evolved ethanol. The mixture was neutralized by adding an anhydrous ether solution of hydrogen chloride. The neutral solution was poured into water. The ether layer was separated, dried over magnesium sulfate, and distilled to give 520 mg (70% yield) of 3-phenoxybenzyl 3,3-dimethyl-4-pentenoate, b.p. 155°-158°/0.3 mm.

出典