Sodium Hydroxide → 1-(2-Methoxyethyl)-1H-Pyrazole-3-carboxylic acid

Ethyl 1-(2-methoxyethyl)-1H-pyrazole-3-carboxylate (Preparation 28, 360 mg, 1.8 mmol) was dissolved in ethanol (6 ml), a solution of sodium hydroxide (90 mg, 2.3 mmol) in water (3 ml) was added and the solution was stirred at room temperature for 3 hours. The ethanol was removed in vacuo and the residue was acidified with 2M HCl (approximately 1.5 ml), the aqueous solution was evaporated to dryness in vacuo and the residue was extracted with a mixture of dichloromethane (15 ml) and 3 drops of methanol. The mixture was filtered to remove the inorganics and the solvent removed in vacuo to give 310 mg of a yellow oil which crystallized on standing.

1. customThe ethanol was removed in vacuo
2. customthe aqueous solution was evaporated to dryness in vacuo
3. extractionthe residue was extracted with a mixture of dichloromethane (15 ml) and 3 drops of methanol
4. filtrationThe mixture was filtered
5. customto remove the inorganics
6. customthe solvent removed in vacuo

ORD record

ord-80b1b35fccd948f7b9eac2d48fe590c5

Source dataset

uspto-grants-2009_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07572797B2