反応 #1121758

反応方程式

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

Imidazole

triethylchlorosilane

→

titled compound

収率 95.0%

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

収率 95.0%

溶媒

ethyl acetate

反応条件

後処理

1. 1
   その他the solution was placed in a nitrogen purged flask
2. 2
   温度to warm to room temperature
3. 3
   ろ過After filtration
4. 4
   洗浄the filtrate was washed with a saturated sodium bicarbonate solution
5. 5
   乾燥a brine solution, respectively, dried over anhydrous magnesium sulfate
6. 6
   濃縮concentrated

実験手順

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).

出典