Potassium Carbonate → HCID 57560094, compound

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Reaction Steps

A mixture of 9 (2.70 g, 6.64 mmol), 1,6-dibromohexane (15.0 ml, 98.4 mmol), K2CO3 (2.29 g, 16.6 mmol) in cyclohexanone (50 ml) was heated for 16 h under reflux. The mixture was allowed to cool to RT, the inorganic salts are filtered off, followed by rinsing with acetone. The solvent and the excess 1,6-dibromohexan are distilled off in vacuo, and the residue is purified by means of column chromatography (silica gel, chloroform/petroleum ether 1:2). 2.62 g (69%) of compound 10 could be isolated in form of a light yellow oil. IR (film) 2895, 2810, 1575 cm−1; 1H-NMR (CDCl3) δ 6.05 (s, 3H), 3.94-3.86 superimposed signals (3.91, t, 6.4 Hz, 2H and 3.90, t, 6.7 Hz, 4H), 3.42 (t, 6.7 Hz, 2H), 1.95-1.83 (m, 2H), 1.81-1.69 (m, 6H), 1.52-1.21 (m, 32H), 0.88 (t, 6.8 Hz, 6H); MS (FD) m/z 571 (M+ for Br81), 569 (M+ for Br79). Anal. calc. for C32H57BrO3: C, 67.46; H, 10.08. Found C, 67.67; H, 10.12.

Provenance & Evidence