تفاعل #1049536

معادلة التفاعل

4-(5-heptyl-2-pyridyl)-phenol

(8-bromooctyl)-cyclopentane

potassium carbonate

→

5-heptyl-2-[4-(8-cyclopentyl-octyloxy)-phenyl]-pyridine

المردود 61.0%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture was partitioned between water and diethyl ether
2. 2
   غسيلThe organic phase was washed with water and with saturated sodium chloride solution
3. 3
   تجفيفdried over magnesium sulphate
4. 4
   ترشيحfiltered
5. 5
   تركيزthe filtrate was concentrated
6. 6
   أخرىChromatography of the crude product (0.28 g) on 10 g of silica gel with hexane/ethyl acetate 37:3 (v/v) and two-fold recrystallization of the product-containing fractions from 3 ml of hexane each time

الإجراء التجريبي

A mixture of 0.157 g of 4-(5-heptyl-2-pyridyl)-phenol, 0.153 g of (8-bromooctyl)-cyclopentane, 6 ml of dimethylformamide and 0.24 g of finely powdered potassium carbonate was stirred at 55° C. for 3 hours. The reaction mixture was partitioned between water and diethyl ether. The organic phase was washed with water and with saturated sodium chloride solution, dried over magnesium sulphate, filtered and the filtrate was concentrated. Chromatography of the crude product (0.28 g) on 10 g of silica gel with hexane/ethyl acetate 37:3 (v/v) and two-fold recrystallization of the product-containing fractions from 3 ml of hexane each time gave 0.16 g of pure 5-heptyl-2-[4-(8-cyclopentyl-octyloxy)-phenyl]-pyridine; m.p. (C-SI) 38.3° C., SI -SC 56.9° C., cl.p. (SC -I) 72.6° C.

المصدر