Cesium carbonate → HCID 11392975, compound

Participants

Reaction Conditions

Reaction Steps

A heterogeneous solution of Cs2CO3 (1.30 g, 4.0 mmol), NaI (30 mg, 0.20 mmol) and nonanedioic acid monomethyl ester (0.95 g, 4.0 mmol) in THF (15 ml) was stirred for ½ hour at 60° C. 1-Chloroethyl ethyl carbonate (0.61 g, 4.0 mmol) in THF (5 ml) was added dropwise to the solution and stirred at 60° C. for 48 hours. The reaction mixture was cooled to room temperature and evaporated in vacuo. Diethyl ether (25 ml) was added and the residue was washed with saturated NaHCO3 (3×25 ml), dried with MgSO4 and filtered. Evaporation in vacuo gave the product as a colourless oil (0.96 g, 75.1%). 1H-NMR (CDCl3) δ 6.74 (q, 1H), 4.19 (q, 2H), 3.64 (s, 3H), 2.34-2.24 (m, 4H), 1.63-1.53 (m, 4H), 1.49 (d, 2H), 1.33-1.24 (m, 9H). 13C-NMR (CDCl3) δ 174.55, 172.04, 162.92, 153.39, 91.48, 64.75, 51.79, 36.85, 34.37, 31.78, 29.24, 25.19, 24.82, 19.09, 14.48.

Provenance & Evidence