反应 #45376

反应方程式

3-bromoacetophenone

formamide

→

1-(3-bromophenyl)ethanamine

溶剂

formic acid

反应条件

后处理

1. 1
   其他The brown liquid obtained
2. 2
   温度was cooled to RT
3. 3
   其他quenched with water
4. 4
   萃取extracted with ethyl acetate
5. 5
   洗涤The organic layer was washed with water, brine
6. 6
   浓缩concentrated
7. 7
   workup.DISSOLUTIONThe resulting brown liquid was dissolved in ethanol (375 mL)
8. 8
   温度conc. HCl (75 mL) and the mixture was refluxed over night
9. 9
   其他Ethanol was removed completely
10. 10
    洗涤the aqueous layer was washed with ether and ethyl acetate
11. 11
    其他to remove all non-basic impurities
12. 12
    萃取extracted with ethyl acetate
13. 13
    洗涤The ethyl acetate layer was washed with brine
14. 14
    浓缩concentrated
15. 15
    其他to provide 26 g (86.65%) of A56.1
16. 16
    其他This compound was taken to the next step with out further purification

实验过程

A mixture of commercially available 3-bromoacetophenone (30 g, 0.1508 mol), formic acid (47 mL) and formamide (70 mL) was heated to 220° C. for 5 h. The brown liquid obtained was cooled to RT, quenched with water and extracted with ethyl acetate. The organic layer was washed with water, brine and concentrated. The resulting brown liquid was dissolved in ethanol (375 mL) and conc. HCl (75 mL) and the mixture was refluxed over night. Ethanol was removed completely and the aqueous layer was washed with ether and ethyl acetate to remove all non-basic impurities. The aqueous layer was basified with a 10% aqueous sodium hydroxide solution and extracted with ethyl acetate. The ethyl acetate layer was washed with brine, and concentrated to provide 26 g (86.65%) of A56.1. This compound was taken to the next step with out further purification. 1H NMR (CDCl3, 300 MHz) δ 1.38 (d, 3H), 4.1 (q, 1H), 7.2 (m, 1H), 7.27 (m, 1H), 7.37 (m, 1H), 7.51 (s, 1H). LS-MS (M−H)+=200.

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