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177478-49-8

177478-49-8 Structure

177478-49-8 Structure
IdentificationBack Directory
[Name]

1,2,3,4-TETRAHYDRO-QUINOLINE-6-CARBOXYLIC ACID METHYL ESTER
[CAS]

177478-49-8
[Synonyms]

Methyl 1,2,3,4-tetrahydroquinoline-6-carboxylate
Methyl 1,2,3,4-tetrahydroquinoline-6-carboxylate 97%
1,2,3,4-TETRAHYDRO-QUINOLINE-6-CARBOXYLIC ACID METHYL ESTER
6-Quinolinecarboxylic acid, 1,2,3,4-tetrahydro-, methyl ester
[Molecular Formula]

C11H13NO2
[MDL Number]

MFCD08692534
[MOL File]

177478-49-8.mol
[Molecular Weight]

191.23
Chemical PropertiesBack Directory
[Melting point ]

73-76 °C
[Boiling point ]

349.4±31.0 °C(Predicted)
[density ]

1.123±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[form ]

powder
[pka]

2.60±0.20(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H315-H319-H335
[Precautionary statements ]

P301+P310+P330-P302+P352-P305+P351+P338
[Hazard Codes ]

T
[Risk Statements ]

25-36/37/38
[Safety Statements ]

26-45
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[HS Code ]

2933499090
Spectrum DetailBack Directory
[Spectrum Detail]

1,2,3,4-TETRAHYDRO-QUINOLINE-6-CARBOXYLIC ACID METHYL ESTER(177478-49-8)1HNMR
1,2,3,4-TETRAHYDRO-QUINOLINE-6-CARBOXYLIC ACID METHYL ESTER(177478-49-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

METHYL QUINOLINE-6-CARBOXYLATE

38896-30-9

1,2,3,4-TETRAHYDRO-QUINOLINE-6-CARBOXYLIC ACID METHYL ESTER

177478-49-8

The general procedure for the synthesis of methyl 1,2,3,4-tetrahydroquinoline-6-carboxylate from methyl 6-quinolinecarboxylate was as follows: carbon-loaded palladium (1.50 g, 10% mass fraction) and ammonium formate (10.5 g, 165 mmol) were added in methanol (20 mL), followed by methyl 6-quinolinecarboxylate (1.20 g, 6.41 mmol). The reaction mixture was stirred at 70°C for 2 hours. Upon completion of the reaction, the synthesis was processed according to the synthesis method of Step 1 of Example 2 to afford the white solid product methyl 1,2,3,4-tetrahydroquinoline-6-carboxylate (1.20 g) in 97.9% yield.

[References]

[1] Catalysis Science and Technology, 2017, vol. 7, # 10, p. 1981 - 1985
[2] Catalysis Science and Technology, 2018, vol. 8, # 10, p. 2648 - 2653
[3] Patent: CN105524053, 2016, A. Location in patent: Paragraph 0534; 0535; 0536
[4] ACS Catalysis, 2018, vol. 8, # 5, p. 4545 - 4557
[5] Angewandte Chemie - International Edition, 2017, vol. 56, # 12, p. 3216 - 3220
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