6-METHOXY-1,2,3,4-TETRAHYDROQUINOLINE Chemical Properties

Melting point:

37-41 °C (lit.)

Boiling point:

290.31°C (rough estimate)

Density 

1.0508 (rough estimate)

refractive index 

1.5718 (estimate)

RTECS 

VC2940000

Flash point:

>230 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

5.95±0.20(Predicted)

CAS DataBase Reference

120-15-0(CAS DataBase Reference)

EPA Substance Registry System

Quinoline, 1,2,3,4-tetrahydro-6-methoxy- (120-15-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37

WGK Germany 

3

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

2933499090

MSDS

• Language:English Provider:SigmaAldrich

6-METHOXY-1,2,3,4-TETRAHYDROQUINOLINE Usage And Synthesis

Uses

1,2,3,4-Tetrahydro-6-methoxyquinoline is used as chemical reagents, organic intermediates, fine chemicals, pharmaceutical research and development.

Synthesis

GENERAL STEPS: 6-methoxyquinoline (1a; 65 mg, 0.5 mmol), Cu(OAc)2 (4.5 mg, 0.025 mmol), B2(OH)4 (135 mg, 1.5 mmol) and acetonitrile (2.0 mL) were added to a 20 mL Schlenk tube. The reaction mixture was stirred at 40 °C for 8 h. The progress of the reaction was monitored by TLC until the reaction was completed. After completion of the reaction, the mixture was cooled to room temperature and concentrated under reduced pressure. Water (10 mL) was added to the concentrated mixture, followed by extraction with ethyl acetate (3 x 10 mL). The organic phases were combined, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography using petroleum ether/ethyl acetate (8:1) as eluent to afford the target product 6-methoxy-1,2,3,4-tetrahydroquinoline (2a: 65 mg, 98% yield) as a brown liquid.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 13, p. 3415 - 3418
[2] Advanced Synthesis and Catalysis, 2017, vol. 359, # 4, p. 677 - 686
[3] Advanced Synthesis and Catalysis, 2017, vol. 359, # 6, p. 933 - 940
[4] Chemistry - A European Journal, 2016, vol. 22, # 48, p. 17151 - 17155
[5] ChemCatChem, 2017, vol. 9, # 13, p. 2496 - 2505

6-METHOXY-1,2,3,4-TETRAHYDROQUINOLINE(120-15-0)Related Product Information

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• 1-(4,6-DICHLORO-1,3,5-TRIAZIN-2-YL)-6-METHOXY-1,2,3,4-TETRAHYDROQUINOLINE
• AURORA KA-4812
• AURORA KA-4073
• AURORA KA-4115