Adamantanone → HCID 66726898, compound

Participants

Reaction Steps

To a stirred solution of 1-(but-3-ynyl)-4-iodobenzene (0.36 g, 1.48 mmol) in anhydrous THF (0.5 ml) 2.8 M MeMgBr in THF (0.6 ml) was added at 0° C. under N2. After stirring for 0.5 h, the solution of 2-admantanone (0.24 g, 1.6 mmol) was added drop wise. This was stirred for 2 h at room temperature, than quenched with the solution of NH4Cl. The mixture was extracted with Et2O. The organic layer was dried over MgSO4 and filtered. The filtrate was evaporated to dryness and the residue was purified by FCC (SiO2) to give the title product (0.34 g; 56%), as the creamy paste. 1H-NMR (CDCl3) 2.14-2.23 (m, 16H); 4.69 (s, 2H); 6.74 (d, 2H, J=6.87 Hz); 7.54 (d, 2H, J=6.81 Hz).

Provenance & Evidence