Реакция #51243

Уравнение реакции

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

ethyl vinyl ether

trifluoroacetic acid

→

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

Выход 102.0%

Растворители

chloroform

Условия реакции

Обработка

1. 1
   Другоеthe reaction was partitioned between methylene chloride (150 mL) and aqueous sodium bicarbonate solution (150 mL)
2. 2
   Другоеthe phases were separated
3. 3
   СушкаThe organic phase was dried (K2CO3)
4. 4
   Фильтрацияfiltered
5. 5
   ДругоеThe filtrate was evaporated under reduced pressure

Методика

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.

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