Oxazole → 2-(Triethylstannyl)oxazole

반응식

C([Li])CCC.[O:6]1[CH:10]=[CH:9][N:8]=[CH:7]1.[CH2:11]([Sn:13](Br)([CH2:16][CH3:17])[CH2:14][CH3:15])[CH3:12]>CCOCC>[CH2:11]([Sn:13]([CH2:16][CH3:17])([CH2:14][CH3:15])[C:7]1[O:6][CH:10]=[CH:9][N:8]=1)[CH3:12]

참가 물질

반응 조건

온도: -78 °C

실험 절차

n-Butyllithium (1.6M, 11 mL, 17.38 mmol) was added to a solution of oxazole (1.0 g, 14.48 mmol) in anhydrous ether (20 mL) stirred at −78° C. under nitrogen. After 5 min, triethylstannyl bromide (2.07 g, 7.24 mmol) was added, then the reaction mixture was allowed to warm to room temperature, and stirred for another 1 h. The mixture was quenched, and washed with 1N sodium hydroxide, dried through MgSO4, and then the solvent was evaporated to give the sub-title compound as a brown oily residue (1.0 g), which was used without further purification in the next step.