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CAS No. : | 55618-86-5 | MDL No. : | MFCD00435229 |
Formula : | C15H15NO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | UIINMWIYQHIFQH-UHFFFAOYSA-N |
M.W : | 241.29 | Pubchem ID : | 4178998 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
entspr. Saeure, CH2N2; | ||
1,2,3,4-Tetrahydro-acridin-9-carbonsaeure, DMS, NaOMe/Me., Δ; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With methanol |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | In methanol at 20℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64% | With diisobutylaluminium hydride In toluene at -78℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: 64 percent / DIBAL-H / toluene / 2 h / -78 °C 2.1: t-BuOK / tetrahydrofuran / 0.5 h / -78 °C 2.2: 73 percent / tetrahydrofuran / -78 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: 64 percent / DIBAL-H / toluene / 2 h / -78 °C 2.1: t-BuOK / tetrahydrofuran / 0.5 h / -78 °C 2.2: 73 percent / tetrahydrofuran / -78 - 20 °C 3.1: 86 percent / LiAlH4 / diethyl ether / 2 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: 64 percent / DIBAL-H / toluene / 2 h / -78 °C 2.1: t-BuOK / tetrahydrofuran / 0.5 h / -78 °C 2.2: 73 percent / tetrahydrofuran / -78 - 20 °C 3.1: 86 percent / LiAlH4 / diethyl ether / 2 h / 20 °C 4.1: 35 percent / pentan-1-ol / 12 h / 160 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: 64 percent / DIBAL-H / toluene / 2 h / -78 °C 2.1: t-BuOK / tetrahydrofuran / 0.5 h / -78 °C 2.2: 73 percent / tetrahydrofuran / -78 - 20 °C 3.1: 86 percent / LiAlH4 / diethyl ether / 2 h / 20 °C 4.1: 35 percent / pentan-1-ol / 12 h / 160 °C 5.1: 92 percent / H2 / Pd/C / methanol / 4 h / 20 °C / 2068.59 Torr |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | With potassium carbonate In acetone for 5h; Reflux; | 5.1.2.2. Methyl 6-chloro-2-(4-methoxyphenyl) quinoline-4-carboxylate (3a) General procedure: 6-Chloro-2-(4-methoxyphenyl) quinoline-4-carboxylic acid (2a) (0.98 g, 3 mmol) and potassium carbonate (2.07 g, 15 mmol) were weighed into a round-bottom flask. Methyl iodide (0.95 mL, 15 mmol) and acetone (4 mL) were added. The reaction mixture was refluxed with magnetic stirring. The progress of the reaction was monitored by TLC. The reaction was completed after 5 h. The solvent was evaporated in vacuo and water was added to the remaining mixture. The product was collected by suction filtration and air-dried. The crude product was separated on a silica gel column to obtain pure 3a at 90% yield. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: potassium hydroxide / 0.5 h / Reflux 1.2: 20 h / Reflux 2.1: potassium carbonate / acetone / 5 h / Reflux |
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