Diethyl Ether → HCID 58568010, compound

Participants

Reaction Steps

A Grignard solution of 2-ethylhexylmagnesium-bromide in diethylether (1.0 M, 1.96 mL, 1.96 mmol) was slowly added via syringe to a stirred mixture of pyridin-2-yl undec-10-enethioate (0.54 g, 1.96 mmol) in THF (50 mL) at 0° C. under N2 atmosphere. After vigorously stirring for another 30 minutes, the reaction was completed by adding (2.0 M, 50 mL). The organic phase was separated and the aqueous phase was extracted with diethylether. The combined organic phases were washed with a saturated bicarbonate solution and brine, dried over MgSO4 and evaporated under reduced pressure to give a yellow oil. The resulting oil was purified by vacuum distillation at 90-100° C. at 10−2 mbar. 1H-NMR (CDCl3): δ=5.85-5.67 (m, 1H), 5.00-4.83 (m, 2H), 2.37-2.22 (m, 4H), 1.99 (q, J=14.0 Hz, J=6.9 Hz, 2H), 1.89-1.76 (m, 1H), 1.61-1.44 (m; 4H), 1.39-1.09 (m, 16H), 0.90-0.74 (m, 6H).

Provenance & Evidence