Potassium Carbonate → HCID 178450943, compound

Participants

Reaction Steps

To a round-bottomed flask (100 ml) under an argon atmosphere was added tert-butyl 2-[(E)-(4-chlorophenyl)methyleneamino]propanoate (CAN 208927-33-7, 1.6 g, 5.97 mmole), 1-bromomethyl cyclopropane (CAN 7051-34-5, 4.5 ml, 51.43 mmole), and tetrabutyl ammonium chloride (0.166 g, 0.6 mmole). A mixture of potassium hydroxide (1.67 g, 29.85 mmole)/potassium carbonate (4.12 g, 29.85 mmole) was finely grained using a mortar and was added to the reaction mixture. The resulting mixture was stirred vigorously at room temperature for 24 h. Dichloromethane was added and the reaction mixture was filtered to remove insolubles. The solids were washed twice with 40 ml dichloromethane and the filtrate was evaporated to dryness on a rotary evaporator. The residue was taken up in ether (80 ml) and the organic solution was washed twice with 80 ml water. The organic phase was dried over sodium sulfate and evaporated in vacuo to yield the title compound (2.08 g) as a crude yellow oil which was used without any purification; MS (ESI, m/z): 322.3 (M+H+).

Provenance & Evidence