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ChemicalBook CAS DataBase List 5-Methyl-1H-pyrazole-3-carboxylic acid

5-Methyl-1H-pyrazole-3-carboxylic acid synthesis

12synthesis methods
-

Yield: 88%

Reaction Conditions:

with sodium hydroxide;ethanol for 1 h;Heating / reflux;

Steps:

ii.b
To a solution of 5-methylpyrazole-3-carboxylic acid ethyl ester (4.94 g, 32.0 mmol) in abs. EtOH (80 mL) was added NaOH (6.4 g, 160 mmol). The mixture was heated at reflux for 1 h and cooled to 20 C. The mixture was acidified with HC1 (aq., 2 M, 85 mL, 170 mmol) and the pH adjusted to 3 withNaOH (aq., 2 M). The mixture was extracted with EtOAc (200 mL). The organic phase was washed with NaCI (aq, sat, 50 mL) and concentrated to give the title compound (3.54 g, 88 %) as a white solid. 5 ^ NMR (DMSO-ds, 400 MHz) S 12.83 (br. s, 1H). 6.43 (s, 1H), 2.22 (s, 3H).

References:

BIOLIPOX AB WO2006/32851, 2006, A1 Location in patent:Page/Page column 39-40

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