反应详情

To 10.0 g (63.4 mmol) methyl 3-ethynylbenzoate (J. Org. Chem. 1981, 46, 2280-6) and 7.00 g (23.1 mmol) N-(1-(4-iodo-phenyl)propan-2-yl)acetamide (I52.1) in 80 mL DMF are added 100 mL TEA, 250 mg (1.31 mmol) CuI and 1.20 g (1.71 mmol) bis(triphenylphosphine)-palladium (II) chloride. After stirring over night r.t. the solvents are removed under reduced pressure. The residue is partitioned between EtOAc and diluted aq. NH4Cl solution. The organic layer is separated and the aq. layer is extracted with EtOAc (2×). The org. layers are combined, washed with brine, dried with Na2SO4 and the solvent is removed in vacuo. The residue is purified by column chromatography (silica gel, EtOAc 100%).

1. customare removed under reduced pressure
2. customThe residue is partitioned between EtOAc and diluted aq. NH4Cl solution
3. customThe organic layer is separated
4. extractionthe aq. layer is extracted with EtOAc (2×)
5. washwashed with brine
6. dry with materialdried with Na2SO4
7. customthe solvent is removed in vacuo
8. customThe residue is purified by column chromatography (silica gel, EtOAc 100%)