Gabapentin Ethyl Ester Hydrochloride synthesis

Yield:60175-04-4 100%

Reaction Conditions:

with thionyl chloride for 3.33 h;Reflux;

Steps:

Synthesis of gabapentin ethyl ester hydrochloride: To a solution of gabapentin (5.00 g, 29.19mmol) in absolute ethanol (65 mL) at reflux was added thionyl chloride (9.57mL, 131.39 mmol) over a period of 20 min. Reaction mixture was refluxed for 3 hand concentrated. Traces of thionyl chloride were removed by azeotropicdistillation with benzene (2 x 10 mL) to afford the ethyl ester of gabapentinas its hydrochloride salt (7.00 g, 100% yield) as a white solid. ¹H NMR (300 MHz, CD₃OD) d 1.26 (t, J = 7.1 Hz, 3H),1.35 - 1.54 (m, 10H), 2.53 (s, 2H), 3.04 (s, 2H), 4.15 (q, J = 7.1 Hz, 2H).

References:

Jain, Arun K.;Gund, Machhindra G.;Desai, Dattatraya C.;Borhade, Namdev;Senthilkumar, Subrayan P.;Dhiman, Mini;Mangu, Naveen K.;Mali, Sunil V.;Dubash, Nauzer P.;Halder, Somnath;Satyam, Apparao [Bioorganic Chemistry,2013,vol. 49,p. 40 - 48] Location in patent:supporting information