Acridine synthesis
- Product Name:Acridine
- CAS Number:260-94-6
- Molecular formula:C13H9N
- Molecular Weight:179.22
92-81-9
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260-94-6
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Yield:260-94-6 99%
Reaction Conditions:
with diethylazodicarboxylate in chloroform;toluene at 20; for 12 h;
Steps:
General procedure of the DEAD-mediated dehydrogenationof 1,2,3,4-tetrahydroquinolines
General procedure: To a 10 mL round bottom flask equipped with a magnetic stir bar, 1,2,3,4-tetrahydroquinoline (0.5 mmol), DEAD solution 40 wt% in toluene (2.2 eq, 1.1 mmol, 0.5 mL), and CHCl3 (1.0 mL) was added. The reaction mixture was stirred at room temperature for 12 h. The mixture was concentrated on rotary evaporator. The residue was purified by column chromatography with EtOAc:hexane (1:5) to give quinolines. In case of 2f and 2m, the product spot was close to the spot of the remained DEAD. To eliminate the remained DEAD, 1 equivalent of PPh3 was added after the reaction and the reaction mixture was stirred.[19] After 10 min, the reaction mixture was concentrated on rotary evaporator. The residue was purified by column chromatography with CHCl3:hexane (1:1) to give quinolines.
References:
Bang, Saet Byeol;Kim, Jinho [Synthetic Communications,2018,vol. 48,# 11,p. 1291 - 1298] Location in patent:supporting information
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