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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1269856Generated: October 31, 2026

Water → [2-(1H-indazol-5-yloxy)phenyl]methanol

https://huagongshe.com/reaction/1269856

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 22933647HCID 22933647—
SolventTetrahydrofuranHCID 8028—
Product[2-(1H-indazol-5-yloxy)phenyl]methanolHCID 2293406465%

Reaction Conditions

Temperature0 °C

Reaction Steps

The methyl 2-(1H-indazol-5-yloxy)benzoate (95.6 g, 0.36 mmol) obtained in Example 478 was dissolved in tetrahydrofuran (5 ml), and lithium aluminum hydride (44.1 mg, 1.07 mmol) was added thereto at 0° C. and stirred for 30 minutes. Water (0.3 ml), a 2N-aqueous sodium hydroxide solution (0.6 ml) and water (0.9 ml) was added dropwise thereto in that order, and the precipitate formed was removed by filtration. A saturated aqueous sodium hydrogencarbonate solution was added to the filtrate, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then concentrated to obtain [2-(1H-indazol-5-yloxy)phenyl]methanol (56 mg, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07199147B2
Source datasetuspto-grants-2007_04
ORD IDord-b150459f4b4648c082721edbf6f16c8f
Source noteuspto-grants-2007_04