反応 #452537

反応方程式

bromomethyl methylether

1-Bromo-2-hydroxy-4-methoxybenzene

sodium hydride

→

title compound

収率 106.9%

1-Bromo-2-methoxymethoxy-4-methoxybenzene

収率 106.9%

溶媒

DMF

反応条件

後処理

1. 1
   workup.STIRRINGAfter stirring for 1 h at 0° C. the reaction
2. 2
   その他was quenched with water
3. 3
   抽出The mixture was extracted with ethyl acetate
4. 4
   洗浄the combined organic extracts were washed with brine
5. 5
   乾燥dried (Na2SO4)
6. 6
   その他Removal of the solvent

実験手順

To a solution of 1-Bromo-2-hydroxy-4-methoxybenzene (5.00 g, 24.60 mmol) in DMF was added 60% sodium hydride (1.97 g, 49.20 mmol) at 0° C. under argon. The mixture was allowed to stir at 0° C. for 15 minutes, then 90% bromomethyl methylether (4.10 g, 29.50 mmol) was added. After stirring for 1 h at 0° C. the reaction was quenched with water. The mixture was extracted with ethyl acetate and the combined organic extracts were washed with brine and dried (Na2SO4). Removal of the solvent afforded the title compound as an oil (6.5 g, quantitative yield). 1H NMR (400 MHz, CDCl3) δ 7.41 (d, 2H), 6.76 (d, 1H), 6.47 (dd, 1H), 5.24 (s, 2H), 3.87 (s, 3H), 3.53 (s, 3H).

出典