反应 #806295

反应方程式

4-(2-Chloroethoxy)benzylalcohol

thionylbromide

→

desired product

收率 58.0%

4-(2-Chloroethoxy)benzylbromide

收率 58.0%

溶剂

ether

dioxane

反应条件

后处理

1. 1
   洗涤washed with H2O (1×30 mL)
2. 2
   萃取The organic extract
3. 3
   干燥was dried over MgSO4
4. 4
   浓缩concentrated
5. 5
   其他The crude product was purified by silica gel chromatography (15% EtOAc/Hex)

实验过程

To 4-(2-Chloroethoxy)benzylalcohol CAS No. [111728–87-1] (6.4 g, 34.31 mmol) in dioxane (100 mL) at 0° C. was added slowly thionylbromide (7.13 g, 34.31 mmol). The reaction was run at 0° C. after 5 min. The reaction mixture was diluted with ether (200 mL) and washed with H2O (1×30 mL) then NaHCO3 (2×25 mL), and brine (30 mL). The organic extract was dried over MgSO4 and concentrated. The crude product was purified by silica gel chromatography (15% EtOAc/Hex) to yield 5.0 g (58%) of the desired product. Mp=64–66° C.; 1H NMR (DMSO) 7.37 (d, 2H, J=8.8 Hz), 6.93 (d, 2H, J=8.8 Hz), 4.68 (s, 2H), 4.24 (t, 2H, J=5.05 Hz), 3.93 (t, 2H, J=5.27 Hz); MS eI m/z 248 (M+).

来源