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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1269708Generated: October 29, 2026

Water → (1H-indazol-5-yl)methanol

https://huagongshe.com/reaction/1269708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 1H-indazole-5-carboxylateHCID 22260640—
SolventTetrahydrofuranHCID 8028—
Product(1H-indazol-5-yl)methanolHCID 151419038%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of methyl 1H-indazole-5-carboxylate (825 mg, 4.68 mmol) in tetrahydrofuran (20 ml) was added to a solution of lithium aluminum hydride (580 mg, 14.1 mmol) in tetrahydrofuran (16 ml) at 0° C. and stirred at 0° C. for 1 hour. A mixture of tetrahydrofuran (10 ml) and water (10 ml) was added to the reaction solution and the resulting mixture was filtered. The filtrate was concentrated and the resulting residue was diluted with chloroform and washed with a 1N-aqueous sodium hydroxide solution and then a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate and distilled under reduced pressure to remove the solvent, whereby 1H-indazole-5-ylmethanol (260 mg, 38%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07199147B2
Source datasetuspto-grants-2007_04
ORD IDord-0084effbda8f45b9ba5fb1605446c9e6
Source noteuspto-grants-2007_04