Sodium hydride → 2-(Tricyclo[3.3.1.13,7]dec-1-ylmethoxy)-4-iodo-pyridine

반응식

[C:1]12([CH2:11][OH:12])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.F[C:14]1[CH:19]=[C:18]([I:20])[CH:17]=[CH:16][N:15]=1.[H-].[Na+]>O1CCCC1>[C:1]12([CH2:11][O:12][C:14]3[CH:19]=[C:18]([I:20])[CH:17]=[CH:16][N:15]=3)[CH2:8][CH:7]3[CH2:6][CH:5]([CH2:4][CH:3]([CH2:9]3)[CH2:2]1)[CH2:10]2

참가 물질

실험 절차

1-Adamantanemethanol (0.820 g) and 2-fluoro-4-iodopyridine (0.22 g) in tetrahydrofuran (5 mL) was treated with sodium hydride (60% in mineral oil) (0.057) at room temperature for 6 hours. The reaction was quenched with ice-water and extracted with ethyl acetate (3×10 mL). The organic layer was dried over MgSO4, filtered, and concentrated. The residue was purified by preparative TLC, eluting with petroleum ether/ethyl acetate (20/1) to provide the title compound.