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1H-Pyrrole-2-carboxylic acid, 5-formyl-1-methyl- (9CI) synthesis

2synthesis methods
-

Yield:224295-73-2 73.67%

Reaction Conditions:

with potassium carbonate in ethanol;water at 50; for 0.583333 h;

Steps:

12 Intermediate 12: 5-Formyl-1 -methyl-i H-pyrrole-2-carboxylic acid

To the solution of methyl 5-formyl-i-methyl-1H-pyrrole-2-carboxylate (0.16 g, 0.96 mmol) in ethanol (5 mL) potassium carbonate (0.265 g, 1.92 mmol) in water (1 mL) was added and stirred at room temperature for 15 mm and at 50 00 for 20 mm. Thereaction mixture was concentrated and acidified with 1 N HCI and extracted using ethyl acetate, dried over anhydrous Na2SO4 and concentrated. The crude product was purified by column chromatography to yield the title compound as a colorless solid (0.108 g, 73.67 %). LCMS: (M-H) =152.0; 1H NMR: (DMSO-d6, 300MHz) 6 13.17 (5, 1H), 9.74 (5, 1H), 7.02-7.04 (d, 1H), 6.87-6.89 (d, 1H), 4.17 (5, 3H).

References:

WO2014/202528,2014,A1 Location in patent:Page/Page column 75