ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7
A convenient approach for vinylation reaction in the synthesis of 5-vinyl-2-pyrrolidinone, a key intermediate of vigabatrin
Kishore Karumanchi, Senthil Kumar Natarajan, Sunil Gadde, and Krishna Vanchanagiri
Chemical Research and Development, APL Research Centre-II, Aurobindo Pharma Ltd., Sangareddy District, India
Received: 13 August 2019 Accepted: 10 December 2019
A convenient, safe and cost-effective method for carrying out the key vinylation of 5-ethoxy-2-pyrrolidinone (8) in the preparation of 5-vinyl-2-pyrrolidinone (2) in the presence of potassium carbonate is described. This present procedure is developed by replacing inherently hazardous ethyl magnesium bromide with inexpensive and eco-friendly potassium carbonate. The reaction was performed on a multi-gram scale, with vinyl magnesium bromide as the vinylation reagent, in an 81% yield to give the 5-vinyl-2-pyrrolidinone with excellent purity and without the need for chromatography.
Keywords: Vigabatrin; Anti epileptic drug; Potassium carbonate; 5-Vinyl-2-pyrrolidinone; Key intermediate
Full paper is available at www.springerlink.com.
Chemical Papers 74 (6) 2035–2039 (2020)
Thursday, August 18, 2022