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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82207Generated: October 26, 2026

Hydrochloric Acid → (1-Cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)methanol

https://huagongshe.com/reaction/82207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantEthyl 1-cyclopropyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylateHCID 70817194—
SolventTolueneHCID 1140—
Product(1-Cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)methanolHCID 70817347100%

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of 1-Cyclopropyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester (Preparation 145, 3.5 g, 14.11 mmol) in dry toluene (70 mL) was cooled to −78° C. and DIBAL-H (29.4 mL of a 1.2 M solution in toluene, 35.3 mmol) was added dropwise to it. The reaction mixture was stirred at −78° C. for 2 hours and then poured into 2N HCl (25 mL) followed by further stirring for 2 hours at room temperature. The mixture was extracted with EtOAc (2×50 mL) and the combined organic layers were washed with water (2×15 mL), brine (15 mL) and dried (Na2SO4) and evaporated in vacuo to afford the title compound as off white solid in 100% yield, 3 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846698B2
Source datasetuspto-grants-2014_09
ORD IDord-9204e1e4fd1a424d9fe8be3e9c83ff73
Source noteuspto-grants-2014_09