반응 #742075

반응 방정식

5-trimethylsilyl-3-furaldehyde

3-phenylpropylmagnesium bromide

1-bromo-3-phenylpropane

magnesium

sulfuric acid

→

alcohol

4-(1-Hydroxy-4-phenylbutyl)-2-trimethylsilylfuran

용매

ethyl ether

ethyl ether

반응 조건

후처리

1. 1
   기타at 0°
2. 2
   workup.ADDITIONpoured
3. 3
   기타The resulting mixture was partitioned between ethyl ether and 5% sodium bicarbonate
4. 4
   세척The organic portion was washed with water, saturated sodium chloride solution
5. 5
   건조dried over magnesium sulfate
6. 6
   여과filtered
7. 7
   농축concentrated

실험 절차

To a stirred solution of 3-phenylpropylmagnesium bromide (3.3 ml of an 0.313M solution in ethyl ether, 1.03 mmol, generated from 1-bromo-3-phenylpropane and magnesium) at 0° under argon, was added dropwise 5-trimethylsilyl-3-furaldehyde (0.145 g., 0.862 mmol) in 5 ml ethyl ether. This solution was allowed to warm to room temperature, stirred for one hour, and then poured over crushed ice containing several drops of concentrated sulfuric acid. The resulting mixture was partitioned between ethyl ether and 5% sodium bicarbonate. The organic portion was washed with water, saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated to give the desired alcohol.

출처