Sodium Cyanide → Ethyl 1-(cyanomethyl)cyclobutanecarboxylate

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of Intermediate 220A (0.5 g, 1.601 mmol) in DMSO (2.5 mL) was added NaCN (0.196 g, 4.00 mmol) and the reaction mixture was stirred at 80° C. for 16 h. The reaction mixture was diluted with water and extracted with diethyl ether (3×30 mL) The combined organic layer was washed with water, dried over Na2SO4, filtered and the filtrate concentrated to afford Intermediate 220B as a brown oil (0.110 g, 41% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 4.19-4.01 (m, 2H), 3.01-2.97 (m, 2H), 2.45-2.32 (m, 2H), 2.08-1.83 (m, 4H), 1.25-1.18 (m, 3H).

Provenance & Evidence