反应 #2358528

反应方程式

3-fluoro-5-methylsulfonyl-phenol

potassium carbonate

1-bromo-2-propanol

2-bromo-1-propanol

→

2-(3-fluoro-5-methylsulfonyl-phenoxy)propan-1-ol

溶剂

water

dimethyl formamide

反应条件

后处理

1. 1
   温度to cool to ambient temperature
2. 2
   萃取The aqueous phase was extracted with ethyl acetate (3×100 ml)
3. 3
   洗涤the combined organic phase was washed with LiCl (5% aqueous solution, 4×50 ml), brine (50 ml)
4. 4
   干燥dried with Na2SO4
5. 5
   其他evaporated
6. 6
   其他Purification flash chromatography (isooctane:ethyl acetate 1:0 to 3:2)
7. 7
   workup.ADDITION0.65 g (mixture of 1-(3-fluoro-5-methylsulfonyl-phenoxy)propan-2-ol and 2-(3-fluoro-5-methylsulfonyl-phenoxy)propan-1-ol), 31%

实验过程

A mixture of 1-bromo-2-propanol (70%) and 2-bromo-1-propanol (30%) (5.81 g, 41.8 mmol) was added to a solution of 3-fluoro-5-methylsulfonyl-phenol (1.59 g, 8.36 mmol) and potassium carbonate (2.37 g, 16.71 mmol) in dry dimethyl formamide (10 ml), the mixture was heated to 120° C. for 20 hours, the mixture was allowed to cool to ambient temperature and water (100 ml) was added. The aqueous phase was extracted with ethyl acetate (3×100 ml), the combined organic phase was washed with LiCl (5% aqueous solution, 4×50 ml), brine (50 ml) and dried with Na2SO4 and evaporated. Purification flash chromatography (isooctane:ethyl acetate 1:0 to 3:2). 0.65 g (mixture of 1-(3-fluoro-5-methylsulfonyl-phenoxy)propan-2-ol and 2-(3-fluoro-5-methylsulfonyl-phenoxy)propan-1-ol), 31%. MS m/z (relative intensity, 70 eV) 248 (M+, 14), 204 (54), 203 (bp), 191 (37), 190 (44).

来源