Carbon Tetrachloride → HCID 14685359, compound

Participants

Reaction Steps

The cyclopropane produced in b) (0.40 g, 2.0 mmol) was stirred with gravity silica (0.15 g) in carbon tetrachloride (10 cm3) at 20° C. The silica developed a purple/black coloration within 30 min while the solution remained colourless. After 18 h at 20° C. no starting material remained. The silica was removed by filtration and the carbon tetrachloride evaporated to give a product characterised as 1-chloro-2-(3-methylthien-2-yl)-3-methylbut-2-ene (0.33 g, 82%) as the only product, which was pure by n.m.r. (Found: M+ +200.0417. C10H13SCl requires M, 200.0426) which showed νmax (film) 708 s, 1256 m, 1444 m, 1700 m and 29922 m cm-1 ; δH (CCl4) 1.65 (3H, s), 1.98 (3H, s), 2.06 (3H, s), 4.20 (2H, s), 6.72 (1H, d, J 5 Hz), 7.03 (1H, d, J 5 Hz); m/z 200 (M+), 165 (M+ -Cl).

Provenance & Evidence