Reaction #1994243

Reaction equation

Compound 5

N,5-diacetylpyrrolidin-2-one

K2CO3

hydrochloric acid

→

Compound 6

Yield 48.0%

5-acetylpyrrolidin-2-one

Yield 48.0%

Solvents

ethyl acetate methanol

Conditions

Workup

1. 1
   workup.STIRRINGAfter stirring for 3.5 hrs
2. 2
   Otherfreeze-dried for 16 hrs
3. 3
   ExtractionThe organic residue is then extracted with CH2Cl2 (40 mL)
4. 4
   Filtrationfiltered
5. 5
   Concentrationconcentrated under reduced pressure
6. 6
   Otherto provide a brown viscous liquid
7. 7
   OtherPurification

Procedure

In a round bottom flask, Compound 5 (2.2 g, 13×10−3 mol) is treated with a solution of K2CO3 (5.6 g, 40×10−3 mol, in 20 mL of water), with magnetic stirring at room temperature. The progress of the reaction is followed by TLC (eluent: ethyl acetate/methanol, 98/2). After stirring for 3.5 hrs, the reaction is complete. The reaction mixture is neutralized (pH=7) by adding 1N hydrochloric acid and then freeze-dried for 16 hrs. The organic residue is then extracted with CH2Cl2 (40 mL), filtered and then concentrated under reduced pressure to provide a brown viscous liquid. Purification was carried out on a silica gel column (eluent: ethyl acetate/methanol, 98/2). Compound 6 is obtained after such purification as a white powder.

Source