تفاعل #54728

معادلة التفاعل

water

2-(p-isobutylphenyl)propionic acid chloride

p-methoxybenzyl alcohol

triethylamine

→

2-(p-isobutylphenyl)propionic acid-p-methoxybenzyl ester

المردود 86.4%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder cooling
2. 2
   أخرىan insoluble matter produced
3. 3
   أخرىwas removed by filtration
4. 4
   أخرىThe solvent was removed from the filtrate by distillation under reduced pressure
5. 5
   أخرىTo the residue thus obtained
6. 6
   استخلاصthe resulting mixture was extracted with ether
7. 7
   أخرىThe ether layer separated
8. 8
   غسيلwas washed with successive, 5% sodium carbonate solution, 5% hydrochloric acid solution and water
9. 9
   أخرىThe ether was removed by distillation
10. 10
    أخرىto give an oily product
11. 11
    workup.DISTILLATIONDistillation of this product under reduced pressure

الإجراء التجريبي

To a mixture of 2.24 g of 2-(p-isobutylphenyl)propionic acid chloride and 2.10 g of p-methoxybenzyl alcohol in 20 ml of tetrahydrofuran was added 1.50 g of triethylamine under cooling and the whole was stirred for 2 hours. After the reaction was complete, an insoluble matter produced was removed by filtration. The solvent was removed from the filtrate by distillation under reduced pressure. To the residue thus obtained was added water and the resulting mixture was extracted with ether. The ether layer separated was washed with successive, 5% sodium carbonate solution, 5% hydrochloric acid solution and water, and then dehydrated. The ether was removed by distillation to give an oily product. Distillation of this product under reduced pressure yielded 2.81 g of 2-(p-isobutylphenyl)propionic acid-p-methoxybenzyl ester as a colorless oil, boiling at 149°-151° C./0.1 mmHg. Analysis-Calculated for C21H26O3 : C, 77.27; H, 8.03. Found: C, 77.11; H, 8.12.

المصدر