反応 #51243

反応方程式

(5R)-5-(hydroxymethyl)pyrrolidin-2-one

ethyl vinyl ether

trifluoroacetic acid

→

(5R)-5-(1-ethoxyethoxymethyl)pyrrolidin-2-one

収率 102.0%

溶媒

chloroform

反応条件

後処理

1. 1
   その他the reaction was partitioned between methylene chloride (150 mL) and aqueous sodium bicarbonate solution (150 mL)
2. 2
   その他the phases were separated
3. 3
   乾燥The organic phase was dried (K2CO3)
4. 4
   ろ過filtered
5. 5
   その他The filtrate was evaporated under reduced pressure

実験手順

To a solution of (5R)-5-(hydroxymethyl)pyrrolidin-2-one (Aldrich, 8.86 g, 77 mmol) in 70 mL of chloroform at room temperature under an argon atmosphere was added ethyl vinyl ether (10.4 mL, 108 mmol) and catalytic anhydrous trifluoroacetic acid (0.2 mL). After stirring for 3 hours, the reaction was partitioned between methylene chloride (150 mL) and aqueous sodium bicarbonate solution (150 mL) and the phases were separated. The organic phase was dried (K2CO3) and filtered. The filtrate was evaporated under reduced pressure to give 14.7 g of the (5R)-5-(1-ethoxyethoxymethyl)pyrrolidin-2-one.

出典