反応 #74501

反応方程式

(3-bromonaphthalen-1-yl)methanol

imidazole

TIPSCl

→

title compound

収率 96.0%

((3-Bromonaphthalen-1-yl)methoxy)triisopropylsilane

収率 96.0%

溶媒

ammonium chloride

DMF

反応条件

後処理

1. 1
   抽出extracted with EtOAc
2. 2
   洗浄The organic layer was washed with water
3. 3
   乾燥brine, dried over anhydrous MgSO4
4. 4
   ろ過filtered
5. 5
   濃縮concentrated in vacuo
6. 6
   その他The crude residue was purified by column chromatography (3-10% EtOAc/hexanes)

実験手順

To a solution of (3-bromonaphthalen-1-yl)methanol in DMF (100 mL) was added imidazole (6.4 g, 93 mmol), DMAP (0.57 g, 4.7 mmol), and TIPSCl (15 mL, 70 mmol). The resulting solution was stirred at room temperature for 12 h, diluted with a saturated ammonium chloride and extracted with EtOAc. The organic layer was washed with water then brine, dried over anhydrous MgSO4, filtered and concentrated in vacuo. The crude residue was purified by column chromatography (3-10% EtOAc/hexanes) to yield the title compound (17.9 g, 96%) as a colorless oil.

出典