Water → HCID 18783151, compound

Participants

Reaction Conditions

Reaction Steps

The mixture of ethyl (1,3,3,5,5-pentamethylcyclohexyl)cyanoacetate (17) (1 g, 3,7 mmol), LiCl (0.05 g) and water (0.15 ml) in DMSO (2.5 ml) was heated at 150-160° C. for 4 h. Solution was poured into water (70 ml) and extracted with ether (4*20 ml). Ether was washed with saline (2*50 ml), dried over Na2SO4, filtered and evaporated. Crude product was purified on silica gel column, eluting with a petroleum ether--ethyl acetate mixture (20:1) to give 0.66 g (94%) of 18 as an oil. 1H NMR (CDCl3, TMS) δ: 0.98 (9H, s, 3,5-CH3eq and 1-CH3); 1.02 (6H, s, 3,5-CH3ax); 1.21 (3H, s, ring protons); 1.31 (3H, s, ring protons) and 2.31 ppm (2H, s, CH2CN). IR (neat) νCN =2242 cm1.

Provenance & Evidence