3-Butyn-1-OL → HCID 69606498, compound

Participants

Reaction Steps

To a solution of compound 470 (1.04 g, 2.97 mmol) in ethanol (18 mL) was added but-3-yn-1-ol (225 μL, 2.97 mmol), copper(II) sulphate pentahydrate (30 mg, 0.12 mmol) and a solution of sodium ascorbate (119 mg, 0.6 mmol) in water (3.0 mL). The flask was closed and stirred for 24 h at RT under argon. After 18 h was added but-3-yn-1-ol (225 μL, 2.97 mmol), copper(II) sulphate pentahydrate (30 mg, 0.12 mmol) and a solution of sodium ascorbate (119 mg, 0.6 mmol) in water (3.0 mL). After 2 h the reaction mixture was poured into a mixture of EtOAc/water. The organic phase was washed with water, brine and then dried (MgSO4), filtered and concentrated in vacuo to give the crude product. The crude product was purified by flash chromatography using EtOAc/petroleum ether (40-60) 3:1 as the eluent to afford the title compound as offwhite solid.

Provenance & Evidence