Triphenylphosphine → HCID 10270277, compound

Participants

Reaction Steps

The final product of EXAMPLE 13, STEP 4 (500 mg) was dissolved in Et3N (10 ml) was treated with Cul (40 mg), triphenylphosphine (80 mg), Pd(Ph3P)2Cl2 (40 mg) and (trimethylsilyl) acetylene (1 ml). The reaction mixture was heated to 120 C. in a sealed tube for 20 hours under nitrogen atmosphere. The mixture was cooled to room temperature and was filtered through celite under vacuum. The filtrate was concentrated. The residue was dissolved in ethyl acetate and was washed with a saturated solution of ammonium chloride and dried over Na2SO4. The solid was removed by filtration and the filtrate was concentrated. The cude product was purified by flash chromatography on silica gel (EtOAc/Hexane/NH4OH: 80/19.5/0.5) to give 181 mg of desired compound as oily gum. NMR spectrum was consistent for the proposed structure.

Provenance & Evidence