Dimethylformamide → HCID 54183239, compound

Participants

Reaction Conditions

Reaction Steps

The reaction mixture of bromomethylcyclohexane (1.560 g, 0.00881 mol), sodium methanethiosulfonate (1.180 g, 0.00881 mol) and dry DMF (6 mL) was heated at 50° C. for 24 hr. At room temperature, water (15 mL) was added and the mixture was extracted with ether (3×30 mL). The extracts were washed with brine, dried, concentrated and the residue was subjected to flash column chromatography on silica gel with EtOAc-hexanes (1:4) to afford a colorless oil (1.5033 g, 82%). IR (CDCl3 cast): 3030 (w), 3012 (w), 2926 (st), 2853 (st), 1446 (m), 1410 (m), 1320 (st), 1134 (st), 955 (st), 746 cm−1 (st); 1H NMR (200 MHz, CDCl3): δ 3.32 (s, 3H, CH3SO2S), 3.07 (d, J=6.9 Hz, 2H, SCH2CH), 1.95-1.55 (m, 6H), 1.40-0.90 (m, 5H); 13C NMR (50 MHz, CDCl3): δ 50.42, 43.30, 37.83, 32.43, 26.02, 25.82.

Provenance & Evidence