反応 #75092

反応方程式

3-tert.butyl-1-chloro-4-phenyl isoquinoline

potassium hydroxide

hydrogen

→

3-tert.butyl-4-phenyl isoquinoline hydrochloride

溶媒

ethanol

反応条件

後処理

1. 1
   workup.ADDITIONA mixture of 21.7 g
2. 2
   その他is hydrogenated at room temperature
3. 3
   ろ過The catalyst is filtered off
4. 4
   洗浄washed with ethanol
5. 5
   その他are evaporated in vacuo
6. 6
   workup.DISSOLUTIONThe residue is dissolved in ethyl ether
7. 7
   洗浄washed with water
8. 8
   その他dried
9. 9
   ろ過filtered
10. 10
    workup.ADDITIONthe filtrate treated with gaseous HCl
11. 11
    ろ過The resulting white solid is filtered
12. 12
    その他recrystallized from ethanolethyl ether
13. 13
    洗浄washed with water
14. 14
    その他dried
15. 15
    ろ過filtered
16. 16
    workup.ADDITIONthe filtrate treated with gaseous HCl
17. 17
    ろ過The resulting white solid is filtered
18. 18
    その他recrystallized from ethanol-ethyl ether (1:1)

実験手順

A mixture of 21.7 g. (0.073 mole) of 3-tert.butyl-1-chloro-4-phenyl isoquinoline, 4.09 g. (0.073 mole) potassium hydroxide, 1.09 g 10% palladium on carbon and 1 liter of ethanol is hydrogenated at room temperature and 50 psi until 1 equivalent of hydrogen is absorbed. The catalyst is filtered off and washed with ethanol, combined ethanol portions are evaporated in vacuo. The residue is dissolved in ethyl ether, washed with water, dried, and filtered and the filtrate treated with gaseous HCl. The resulting white solid is filtered and recrystallized from ethanolethyl ether, washed with water, dried, and filtered and the filtrate treated with gaseous HCl. The resulting white solid is filtered and recrystallized from ethanol-ethyl ether (1:1) to give 3-tert.butyl-4-phenyl isoquinoline hydrochloride; m.p. 236°-238° C.

出典