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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1740096Generated: November 2, 2026

Diisobutylaluminumhydride → [1-(2,6-dichloro-4-trifluoromethylphenyl)-3,5-diethyl-1H-pyrazol-4-yl]methanol

https://huagongshe.com/reaction/1740096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantMethyl 1-(2,6-dichloro-4-trifluoromethylphenyl)-3,5-diethylpyrazole4-carboxylateHCID 21837355—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product[1-(2,6-dichloro-4-trifluoromethylphenyl)-3,5-diethyl-1H-pyrazol-4-yl]methanolHCID 2183733746%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 8 g (20 mmol) of the compound of step B in 50 mL of tetrahydrofuran (THF) was treated at 0° C. with 44.1 mL of 1.5 M diisobutylaluminum hydride in toluene solution over a period of 5 minutes. The reaction was stirred for 2 hours at 0° C. and was then cautiously quenched with water. The product was extracted into ethyl acetate and dried and evaporated to give the title compound in 46% yield. 1H-NMR (CDCl3) δ 1.04 (3H, t, J=7), 1.26 (3H, t, J=7), 2.44 (2H, q, J=7), 2.70 (2H, q, J=7), 4.54 (2H, s), 7.66 (2H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05968944
Source datasetuspto-grants-1999_10
ORD IDord-6cdf895737944d4383206918a2f84f02
Source noteuspto-grants-1999_10