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ChemicalBook CAS DataBase List Ethyl 8-methoxyquinolie-3-carboxylate

Ethyl 8-methoxyquinolie-3-carboxylate synthesis

3synthesis methods
-

Yield:71083-22-2 99%

Reaction Conditions:

Stage #1: ethyl 4-chloro-8-methoxyquinoline-3-carboxylatewith hydrogen;acetic acid;palladium on activated carbon under 1551.49 Torr; for 2 h;
Stage #2: with triethylamine in dichloromethane; pH=~ 7;

Steps:

83.D

Step D: Ethyl 8-methoxyquinoline-3-carboxylate: Ethyl 4-chloro-8-methoxyquinoline-3-carboxylate (5.5 g, 21 mmol), 10% wt. Pd/C (2.2 g) and HOAc (30 mL) was hydrogenated in a Parr shaker at 30 psi for 2 hours. The Pd was removed by filtration and the filtrate was concentrated. The residue was diluted with dichloromethane (100 mL), water (50 mL) and the pH was adjust to 7 with TEA. The aqueous layer was extracted with dichloromethane. The combined organic layer was dried, filtered and concentrated to give the desired product (4.8 g, 99%).

References:

US2007/49603,2007,A1 Location in patent:Page/Page column 66