Potassium Nitrate → 1-(4-Nitro-phenyl)-cyclopropanecarboxylic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-phenylcyclopropanecarboxylate (20.62 g, 0.14 mol) in H2SO4/CH2Cl2 (40 mL/40 mL) was added KNO3 (12.8 g, 0.13 mol) in portion at 0° C. The mixture was stirred for 0.5 hr at 0° C. Ice water was added and the mixture was extracted with EtOAc (100 mL×3). The organic layers were dried with anhydrous Na2SO4 and evaporated to give methyl 1-(4-nitrophenyl)cyclopropanecarboxylate (21 g, 68%), which was used directly in the next step. 1H NMR (300 MHz, CDCl3) δ 8.18 (dd, J=2.1, 6.9 Hz, 2H), 7.51 (dd, J=2.1, 6.9 Hz, 2H), 3.64 (s, 3H), 1.72-1.69 (m, 2H), 1.25-1.22 (m, 2H).

Provenance & Evidence