4-Pentyn-1-ol → HCID 57516936, compound

Participants

Reaction Steps

Intermediate 33 (0.377 g, 1.147 mmol) in 10 mL of TEA was combined with PdCl2(PPh3)2 (0.02294 mmol, 0.016 g) the mixture was then degassed using N2 for 5 minutes. Then CuI (0.01147 mmol, 0.002 g) and Pent-4-yn-1-ol (1.147 mmol, 0.115 g) then reacted at 50° C. for 4 hours. The reaction was worked up quenching the reaction with 1× saturated NaHCO3, extracted 4×25 ml EtOAc then washed 1× water, 1× saturated NaCl, dried over Na2SO4, then concentrated. The product was purified 0-75% EtOAc in Hexanes over 20 min on silica. ES/MS calcd. for C14H14F3NO2 285.1. Found m/z=286 (M+H)+.

Provenance & Evidence