Diethyl Ether → 2-Fluoro-4-[1-hydroxy-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-benzonitrile

反応式

[F:1][C:2]1[CH:9]=[C:8]([C:10]([C:12]2[N:13]([CH3:17])[CH:14]=[N:15][CH:16]=2)=[O:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].C[Mg+].[Br-].[CH2:21](OCC)C>C1COCC1>[F:1][C:2]1[CH:9]=[C:8]([C:10]([OH:11])([C:12]2[N:13]([CH3:17])[CH:14]=[N:15][CH:16]=2)[CH3:21])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

参加物

実験手順

2-Fluoro-4-(3-methyl-3H-imidazole-4-carbonyl)-benzonitrile (0.603 g, 2.63 mmol) was dissolved in anhydrous THF (30 mL). A solution of 3.0M MeMgBr in diethyl ether (2.55 mL, 7.65 mmol) was added and stirred for 15 min. The reaction was quenched with NH4Cl solution, diluted with CH2Cl2 and saturated NaHCO3 solution and seperated. The aqueous layer was back extracted with CH2Cl2 (3×), the combined organic layers dried (MgSO4) and concentrated to give the title compound.