反应详情

The 8-chloro product of Example 2 (17 g.) was dissolved in methanol saturated with ammonia (400 ml.) and heated at 80° in a stainless steel bomb for 24 hours. The solvent was removed in vacuo and the residual oil triturated with anhydrous ether (3 × 50 ml.) and the triturates discarded. The oily solid was dissolved in water and the pH adjusted to 9.0 with sodium carbonate and extracted with ether (3 × 150 ml.). The combined extracts were dried (MgSO4) and the solvent removed in vacuo to give a pale yellow oil (5.5 g.). A sample (500 mg.) was dissolved in anhydrous ether (25 ml.) and the solution treated with excess ethereal hydrogen chloride and the resultant solid recrystallised from methanol-ether to give 8-amino-3-methyl-5,6,7,8-tetrahydroquinoline dihydrochloride quarter hydrate as colourless needles m.p. 210° C. (Found: C,50.5;H,6.9; N,11.6. C10H14N2.2HC1. 1/4H2O requires: C,50.2; H, 7.1; N, 11.7%).

1. customThe solvent was removed in vacuo
2. customthe residual oil triturated with anhydrous ether (3 × 50 ml.)
3. dissolutionThe oily solid was dissolved in water
4. extractionextracted with ether (3 × 150 ml.)
5. dry with materialThe combined extracts were dried (MgSO4)
6. customthe solvent removed in vacuo
7. customto give a pale yellow oil (5.5 g.)
8. customthe resultant solid recrystallised from methanol-ether