反应 #2320150

反应方程式

Lithium aluminum hydride

2-ethylbenzonitrile

water

sodium hydroxide

water

→

title compound

2-ethylbenzylamine

溶剂

tetrahydrofuran

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   其他recooled to 0° C.
2. 2
   workup.STIRRINGto facilitate stirring
3. 3
   过滤The reaction mixture was filtered through celite
4. 4
   洗涤the filter cake was washed with tetrahydrofuran (150 mL)
5. 5
   浓缩the filtrate was concentrated under reduced pressure
6. 6
   其他the residue was partitioned between methylene chloride/saturated sodium chloride
7. 7
   干燥The organic phase was dried (potassium carbonate)
8. 8
   过滤filtered
9. 9
   浓缩the filtrate was concentrated under reduced pressure

实验过程

Lithium aluminum hydride (7.4 g 196 mmol) in tetrahydrofuran (130 mL) was slowly treated with 2-ethylbenzonitrile (4.99 g 38 mmol) in tetrahydrofuran (40 mL) at 0° C. under nitrogen. The mixture was stirred for 30 minutes at 0° C., 2 hours at room temperature, recooled to 0° C., and then slowly treated in succession with water (7.4 mL), 15% sodium hydroxide (7.4 mL) and water (22 mL). Additional tetrahydrofuran (50 mL) was added to facilitate stirring. The reaction mixture was filtered through celite, the filter cake was washed with tetrahydrofuran (150 mL), the filtrate was concentrated under reduced pressure, and the residue was partitioned between methylene chloride/saturated sodium chloride. The organic phase was dried (potassium carbonate), filtered, and the filtrate was concentrated under reduced pressure to provide the title compound. 1H NMR (CDCl3) δ 1.24 (t, 3H), 2.69 (q, 2H), 3.89 (s, 2H), 7.20 (m, 3H), 7.32 (m, 1H).

来源