反応 #412527

反応方程式

4-(2,3-epoxypropoxy)benzaldehyde

tert. butylamine

→

4-(3-tert. Butylamino-2-hydroxypropoxy)benzaldehyde

溶媒

hydrochloric acid

反応条件

後処理

1. 1
   温度the resulting solution is refluxed 17 hours
2. 2
   その他The excess tert. butylamine is removed
3. 3
   温度by heating at atmospheric pressure
4. 4
   その他to yield a solid residue
5. 5
   温度the resulting mixture is heated 5 hours on a steam bath
6. 6
   温度The solution is cooled
7. 7
   濃縮concentrated to 100 ml
8. 8
   抽出extracted with chloroform
9. 9
   抽出The chloroform extract
10. 10
    濃縮is concentrated to a solid which
11. 11
    その他after recrystallization from acetonitrile
12. 12
    その他yields 18 g

実験手順

To 4-(2,3-epoxypropoxy)benzaldehyde (20 g.) is added tert. butylamine (50 ml.) and the resulting solution is refluxed 17 hours. The excess tert. butylamine is removed by heating at atmospheric pressure to yield a solid residue. To this residue is added 6 N hydrochloric acid (200 ml.) and the resulting mixture is heated 5 hours on a steam bath. The solution is cooled and concentrated to 100 ml. on a steam bath under reduced pressure (20 mm. Hg.). The concentrated solution is made basic to pH 10 with saturated aqueous sodium carbonate and extracted with chloroform. The chloroform extract is concentrated to a solid which after recrystallization from acetonitrile yields 18 g. of 4-(3-tert.butylamino-2-hydroxypropxy)benzaldehyde, m.p. 123°-125.5° C.

出典