تفاعل #95266

معادلة التفاعل

KBr

1-octyn-3-ol

triphenylmethyl bromide

pyridine

→

3-triphenylmethoxy-1-octyne

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONA mixture of 1.26 g
2. 2
   درجة الحرارةThe solution is cooled
3. 3
   استخلاصextracted with ether
4. 4
   غسيلThe extract is washed successively with water and saturated sodium chloride solution
5. 5
   تجفيفdried over magnesium sulfate
6. 6
   تركيزconcentrated
7. 7
   أخرىThe crude product is purified by chromatography on Florisil and recrystallization from petroleum ether
8. 8
   أخرىto give white crystals, m.p. 65°-66.5°, ν max

الإجراء التجريبي

A mixture of 1.26 g. (10.0 mmoles) of 1-octyn-3-ol, 4.85 g. (15.0 mmoles) of triphenylmethyl bromide, and 50 ml. of dry pyridine is heated at 95° C. for 60 minutes with occasional swirling. The solution is cooled, treated with water, and extracted with ether. The extract is washed successively with water and saturated sodium chloride solution, dried over magnesium sulfate, and concentrated. The crude product is purified by chromatography on Florisil and recrystallization from petroleum ether to give white crystals, m.p. 65°-66.5°, ν max. (KBr) 3280 (acetylenic hydrogen), 1605, 1030, and 702 cm-1 (triphenylmethoxy group).

المصدر