Thiophene → HCID 58188812, compound

Participants

Reaction Steps

E1 (0.40 g; 0.85 mmol) was dissolved in THF (50 ml) and then Et3N (0.5 ml), 10%, RaNi (0.1 g) and thiophene solution (0.1 ml) were added. The reaction mixture was stirred under H2 pressure overnight. The solvent was evaporated in vacuo and then H2O (10 ml) was added. The water phase was extracted by EtOAc (3×30 ml), the combined organic layers were washed by brine, dried (MgSO4), filtered and the solvent was evaporated in vacuo. The residue was purified by reversed-phase high-performance liquid chromatography (Shandon Hyperprep® C18 BDS (Base Deactivated Silica) 8 μm, 250 g, I.D. 5 cm). A gradient with 2 mobile phases was applied. Phase A: a 0.25% NH4HCO3 solution in water; phase B: CH3CN). The fractions were collected and worked-up. The desired fraction yielded 0.25 g of E9 (67.55%).

Provenance & Evidence