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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82199Generated: October 28, 2026

Hydrochloric Acid → (1-Cyclopropyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)methanol

https://huagongshe.com/reaction/82199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantEthyl 1-cyclopropyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylateHCID 58972877—
SolventTolueneHCID 1140—
Product(1-Cyclopropyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)methanolHCID 70817461100%

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of 1-Cyclopropyl-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester (Preparation 135, 1.4 g, 5.64 mmol) in dry toluene (25 mL) was cooled to −78° C. and DIBAL-H (11.8 mL of 1.2 M solution in toluene, 14.1 mmol) was added dropwise to it. The reaction mixture was stirred at −78° C. for 2 hours and poured into 2N HCl (10 mL). This was stirred for a further 4 hours at room temperature followed by extraction with EtOAc (2×25 mL) and the combined organic layers were washed with water (2×10 mL), brine (10 mL) dried (Na2SO4) and evaporated in vacuo to afford the title compound as off white solid in 100% yield, 1.2 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846698B2
Source datasetuspto-grants-2014_09
ORD IDord-6fec548aaf5744bca219cfcb4e5775bb
Source noteuspto-grants-2014_09