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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82225Generated: October 30, 2026

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

https://huagongshe.com/reaction/82225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 24797964HCID 24797964—
SolventTolueneHCID 1140—
Product(1-Isopropyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)methanolHCID 66436594100%

Reaction Conditions

Temperature-78 °C

Reaction Steps

Diisobutylaluminium hydride (99 mL, 120 mmol, 1.2 M solution in toluene) was added to ethyl 1-isopropyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate (WO 2007071900, 12 g, 48 mmol) in toluene (220 mL) at −78° C. The reaction mixture was stirred at −78° C. for 2 hours then poured into aqueous HCl (100 mL, 2 M). The mixture was stirred for 4 hours at room temperature then extracted with EtOAc (400 mL). The organic phase was washed with water (200 mL), brine (200 mL) and dried over sodium sulphate. The filtrate was evaporated in vacuo to afford the title compound as a colourless oil in 100% yield, 10.5 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846698B2
Source datasetuspto-grants-2014_09
ORD IDord-6d23c0c9a3744a8ab46f1b720b64ba44
Source noteuspto-grants-2014_09