反应 #1121758

反应方程式

(R)-2-ethoxycarbonylmethyl-4-hydroxy-2-cyclopenten-1-one

Imidazole

triethylchlorosilane

→

titled compound

收率 95.0%

(R)-2-ethoxycarbonylmethyl-4-triethylsilyloxy-2-cyclopenten-1-one

收率 95.0%

溶剂

ethyl acetate

反应条件

后处理

1. 1
   其他the solution was placed in a nitrogen purged flask
2. 2
   温度to warm to room temperature
3. 3
   过滤After filtration
4. 4
   洗涤the filtrate was washed with a saturated sodium bicarbonate solution
5. 5
   干燥a brine solution, respectively, dried over anhydrous magnesium sulfate
6. 6
   浓缩concentrated

实验过程

25 g of (R)-2-ethoxycarbonylmethyl-4-hydroxy-2-cyclopenten-1-one (5 g, 98% e.e.) was dissolved in ethyl acetate and the solution was placed in a nitrogen purged flask. Imidazole (13.87 g, 204 mmol) was added. The solution was cooled to 0° C. and triethylchlorosilane (26.6 g, 176 mmol) was added slowly. The reaction mixture was allowed to warm to room temperature and stirred for another 15 hours. After filtration, the filtrate was washed with a saturated sodium bicarbonate solution and a brine solution, respectively, dried over anhydrous magnesium sulfate, and concentrated to obtain the titled compound (38.5 g, 95%). [α]D: +27.8° (c 1.0, CH3CN).

来源