1-Pentyn-3-ol → HCID 131716817, compound

Participants

Reaction Steps

546 mg of dimethyl 5-bromodicarboxylate (from Example 3) and 202 mg of 3-hydroxy-1-pentine are dissolved in methylene chloride in a flask flushed with argon, and 840 μl of triethylamine are added dropwise. The mixture is stirred at room temperature for 15 minutes, 28 mg of ((C6H5)3P)2PdCl2 and 4 mg of CuI are added and the mixture is boiled under reflux for 18 hours. After cooling, the mixture is diluted with methylene chloride and washed with water and sodium chloride solution and the combined organic phases are dried over potassium carbonate. After evaporation, 404 mg of a yellow oil which crystallizes at 0° C. remain.

Provenance & Evidence