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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749874Generated: November 1, 2026

Toluene → HCID 178520041, compound

https://huagongshe.com/reaction/1749874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium SulfateHCID 24436—
ReactantDiisobutylaluminumhydrideHCID 21225700—
Reactantmethyl 5-(trifluoromethoxy)-1H-indazole-3-carboxylateHCID 45588292—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178520041HCID 17852004140.3%

Reaction Conditions

Temperature-10 °C

Reaction Steps

A solution of methyl 5-(trifluoromethoxy)-1H-indazole-3-carboxylate (0.370 g, 1.42 mmol) in THF (10 mL) was cooled to −10° C., and added dropwise with a 1 M solution of diisobutylaluminum hydride in toluene (5.11 mL, 5.11 mmol) over 5 minutes. The reaction mixture was stirred at −10° C. for 1 hour, and then stirred overnight at room temperature. The reaction mixture was added dropwise with saturated aqueous sodium sulfate under ice cooling to terminate the reaction, and then filtered through Celite. The filtrate was concentrated, and the resulting residue was purified by silica gel column chromatography (chloroform/methanol) to obtain the objective [5-(trifluoromethoxy)-1H-indazol-3-yl]methanol (0.133 g, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-874533de0c984c8495edb7e23cabd2be
Source noteuspto-grants-2015_10