Carbon Dioxide → HCID 16103490, compound

Participants

Reaction Conditions

Reaction Steps

Compound 75 (13.5 g, 0.021 mol) is mixed with copper powder (0.9 g) in quinoline (80 mL), and the mixture is heated to 250-260° C. in a Woods metal bath. When no further bubbles of carbon dioxide gas could be detected (about 2 hours), the mixture is allowed to cool to room temperature and hot hexane (400 mL) is added. This mixture is then repeatedly washed in HCl (2N, 4×50 mL). The hexane is partially removed by evaporation, and the resultant solid is collected by filtration and re-crystallized from hexane to afford compound 70 (7.0 g, 60.6% yield). M.P.: 111.0-113.3° C. 1H NMR (C6D6): δ 6.53 (s, 2H), 2.51 (t, 4H), 1.64 (m, 4H), 1.27 (m, 28H), 0.89 (t, 6H). 13C NMR: 141.26, 136.42, 133.17, 132.04, 120.73, 32.31, 30.03, 29.96, 29.90, 29.79, 29.66, 29.04, 23.07, 14.28.

Provenance & Evidence