反应 #11801

反应方程式

(2-Amino-ethyl)-carbamic acid tert-butyl ester

4-fluorobenzaldehyde

triethylamine

magnesium sulfate

sodium borohydride

→

title compound

收率 75.2%

[2-(4-fluoro-benzylamino)-ethyl]-carbamic acid tert-butyl ester

收率 75.2%

溶剂

methanol

反应条件

后处理

1. 1
   其他After 2 h the reaction was quenched with water
2. 2
   萃取extracted three times with ethyl acetate
3. 3
   洗涤The combined organic layers were washed three times with water
4. 4
   萃取the desired product extracted into the aqueous layer with 0.5 M hydrochloric acid (4×50 mL)
5. 5
   洗涤The combined acid wash
6. 6
   温度was cooled to 0° C.
7. 7
   萃取The aqueous layer was extracted three times with chloroform
8. 8
   洗涤the combined chloroform layer washed three times with water
9. 9
   干燥dried over sodium sulfate
10. 10
    浓缩concentrated

实验过程

(2-Amino-ethyl)-carbamic acid tert-butyl ester (5.95 g, 37.1 mmol), 4-fluorobenzaldehyde (5.07 g, 40.9 mmol, 4.4 mL), triethylamine (1.50 g, 14.9 mmol, 2.1 mL) and magnesium sulfate (6.71 g, 55.7 mmol) were stirred in methanol (50 mL). After 1.5 h the solution was cooled to 0° C. and sodium borohydride (8.4 g, 223 mmol) was added in portions. After 2 h the reaction was quenched with water and extracted three times with ethyl acetate. The combined organic layers were washed three times with water and the desired product extracted into the aqueous layer with 0.5 M hydrochloric acid (4×50 mL). The combined acid wash was cooled to 0° C. and basified with saturated aqueous ammonium hydroxide. The aqueous layer was extracted three times with chloroform and the combined chloroform layer washed three times with water, dried over sodium sulfate and concentrated to yield the title compound as a colorless oil (7.49 g).

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