반응 #1051365

반응 방정식

2-methoxyethyltosylate

sodium cyclopentadienylide

→

colourless oil

수율 44.0%

2-methoxyethylcyclopentadiene

수율 44.0%

용매

THF

THF

반응 조건

후처리

1. 1
   온도to warm to room temperature
2. 2
   추출the product extracted with diethyl ether (3×75 ml)
3. 3
   건조The combined organic fractions were dried over sodium sulphate for 16 hrs
4. 4
   여과filtered
5. 5
   기타the solvents removed under reduced pressure
6. 6
   기타a rotary evaporator
7. 7
   기타to 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)

실험 절차

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%).

출처