| Identification | Back Directory | [Name]
6-CHLORO-1,2,3,4-TETRAHYDROQUINOLINE | [CAS]
49716-18-9 | [Synonyms]
6-CHLORO-1,2,3,4-TETRAHYDROQUINOLINE
Quinoline, 6-chloro-1,2,3,4-tetrahydro- | [Molecular Formula]
C9H10ClN | [MDL Number]
MFCD09034966 | [MOL File]
49716-18-9.mol | [Molecular Weight]
167.64 |
| Chemical Properties | Back Directory | [Melting point ]
41 °C | [Boiling point ]
125-127 °C(Press: 3 Torr) | [density ]
1.162±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
4.43±0.20(Predicted) | [Appearance]
Light brown to brown Solid |
| Hazard Information | Back Directory | [Uses]
6-Chloro-1,2,3,4-tetrahydroquinoline (cas# 49716-18-9) is a compound useful in organic synthesis. | [Synthesis Reference(s)]
Tetrahedron Letters, 28, p. 77, 1987 DOI: 10.1016/S0040-4039(00)95653-3 | [Synthesis]
GENERAL STEPS: PdNPore (2.7 mg, 5 mol%) was dissolved in acetonitrile (5 mL) and 6-chloroquinoline (81.8 mg, 0.5 mmol) was added. The reaction mixture was placed in a magnetic stirrer at 30 °C for 16 h under hydrogen atmosphere (5 bar). After completion of the reaction, it was purified by column chromatography (silica gel, 200-300 mesh, ethyl acetate as eluent) to afford 6-chloro-1,2,3,4-tetrahydroquinoline (69.57 mg, 83% yield). | [References]
[1] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 17, p. 7956 - 7967
[2] Angewandte Chemie - International Edition, 2016, vol. 55, # 50, p. 15656 - 15661
[3] Angew. Chem., 2016, vol. 128, # 50, p. 15885 - 15890,6
[4] Organic Letters, 2013, vol. 15, # 7, p. 1484 - 1487
[5] Chemical Communications, 2013, vol. 49, # 63, p. 7052 - 7054 |
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