تفاعل #1051365

معادلة التفاعل

2-methoxyethyltosylate

sodium cyclopentadienylide

→

colourless oil

المردود 44.0%

2-methoxyethylcyclopentadiene

المردود 44.0%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto warm to room temperature
2. 2
   استخلاصthe product extracted with diethyl ether (3×75 ml)
3. 3
   تجفيفThe combined organic fractions were dried over sodium sulphate for 16 hrs
4. 4
   ترشيحfiltered
5. 5
   أخرىthe solvents removed under reduced pressure
6. 6
   أخرىa rotary evaporator
7. 7
   أخرىto yield a brown oil
8. 8
   workup.DISTILLATIONThe crude product was distilled under reduced pressure (b.p. 40°-44° C. at 2-3 mm Hg)

الإجراء التجريبي

To a solution of 19.7 g(85.7 mmol) 2-methoxyethyltosylate as prepared in step (a) in 200 ml THF cooled to 0° C. was added 55 ml of 2.0M (110 mmol) sodium cyclopentadienylide in THF. The reaction mixture was allowed to warm to room temperature and was stirred for 16 h. 100 ml concentrated aqueous saline solution was added and the product extracted with diethyl ether (3×75 ml). The combined organic fractions were dried over sodium sulphate for 16 hrs, filtered and the solvents removed under reduced pressure using a rotary evaporator to yield a brown oil. The crude product was distilled under reduced pressure (b.p. 40°-44° C. at 2-3 mm Hg) to give 4.5 g of a colourless oil (37.7 mmol, 44.0%).

المصدر