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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1527953Generated: October 26, 2026

Water → 5-methyl-1H-pyrazole-3-carboxylic acid

https://huagongshe.com/reaction/1527953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
Reactant1-[5-Chloro-2-(4-methoxy-benzyloxy)-benzyl]-5-methyl-1h-pyrazole-3-carboxylic acid ethyl esterHCID 86688726—
SolventEthanolHCID 702—
Product5-methyl-1H-pyrazole-3-carboxylic acidHCID 9822—
Product1-[5-Chloro-2-(4-methoxy-benzyloxy)-benzyl]-5-methyl-1h-pyrazole-3-carboxylic acidHCID 86688727—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 1-[5-chloro-2-(4-methoxy-benzyloxy)-benzyl]-5-methyl-1H-pyrazole-3-carboxylic acid ethyl ester, 13, 0.28 g (0.6 mmol) in EtOH (2 mL) was added a solution of LiOH (0.15 g in 0.5 ml H2O). The resulting mixture was heated at 100° C. on microwave for 10 minutes. The mixture was poured into water (20 mL) and extracted with EtOAc (3×15 mL). The organic layers were combined, washed with brine (30 mL), dried (MgSO4) and the volatiles removed in vacuo to yield 5-chloro-2-(4-methoxy-benzyloxy)-benzyl]-5-methyl-1H-pyrazole-3-carboxylic acid, 14 as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090566B2
Source datasetuspto-grants-2015_07
ORD IDord-e0f1287c1e904c04b28f09b440974206
Source noteuspto-grants-2015_07