Triethylamine → (+/-)-1-Acetyl-4-acetylthio-2-pyrrolidone

Reaction equation

[C:1]([N:4]1[CH2:8][C@H:7]([C:9](=[O:11])[CH3:10])[CH2:6][C:5]1=[S:12])(=[O:3])[CH3:2].C(N(CC)CC)C.S1C=CC=C1CC(O)=O>C(OCC)(=O)C>[C:1]([N:4]1[CH2:8][CH:7]([C:9](=[O:11])[CH3:10])[CH2:6][C:5]1=[S:12])(=[O:3])[CH3:2]

Participants

Procedure

(+)-(4R)-1-Acetyl-4-acetylthio-2-pyrrolidone (3 g) and triethylamine (2.1 ml) are dissolved in ethyl acetate (30 ml), and the mixture is refluxed for three hours, and then allowed to stand at room temperature for 8 hours. To the reaction solution is added thiolacetic acid (1.2 ml), and the mixture is stirred at room temperature for 5 hours. The reaction solution is washed with water, dried, and evaporated to remove the solvent to give (±)-1-acetyl-4-acetylthio-2-pyrrolidone (2.7 g).