Cesium carbonate → HCID 11324541, 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. Chloromethyl pivalate (0.60 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 (3×15 ml), dried with MgSO4 and filtered. Evaporation in vacuo gave the product as a colourless oil (0.85 g, 67.5%). 1H-NMR (CDCl3) δ 5.74 (s, 2H), 3.66 (s, 3H), 2.38-2.26 (m, 4H), 1.63-1.56 (m, 4H), 1.31 (s, 6H), 1.21 (s, 9H). 13C-NMR (CDCl3) δ 177.05, 174.06, 172.23, 79.19, 51.33, 38.63, 33.90. 33.82, 28.78, 28.72, 28.64, 26.74, 24.73, 24.47.

Provenance & Evidence