Synthesis
The general procedure for the synthesis of 8-hydroxy-1,2,3,4-tetrahydroquinoline from 8-hydroxyquinoline was as follows: 100 mmol of 8-hydroxyquinoline and polymer microspheres Poly (DVB-co-NVP) loaded with 0.7 mmol of rhodium catalyst were added to 500 ml of water and the mixture was transferred to a reactor. The air in the reaction kettle was replaced five times with hydrogen and then filled with hydrogen to atmospheric pressure. The reaction was stirred at room temperature (25°C) and atmospheric pressure (1 atm) for 40 minutes. Upon completion of the reaction, aqueous phase extraction was performed three times, each time using ether as the extraction solvent. All ether extracts were combined and the ether was removed by rotary evaporator to give dry 8-hydroxy-1,2,3,4-tetrahydroquinoline in 95% yield.
References
[1] Chemical Communications, 2013, vol. 49, # 63, p. 7052 - 7054
[2] Patent: CN105884684, 2016, A. Location in patent: Paragraph 0018; 0019
[3] Journal of Organic Chemistry, 2008, vol. 73, # 21, p. 8639 - 8642
[4] Tetrahedron, 2009, vol. 65, # 47, p. 9737 - 9741
[5] Journal of Organometallic Chemistry, 2016, vol. 821, p. 197 - 205
