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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2064572Generated: October 25, 2026

Water → 1H-Indazol-3-ylmethanol

https://huagongshe.com/reaction/2064572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 1H-indazole-3-carboxylateHCID 657476—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product1H-Indazol-3-ylmethanolHCID 17852002652.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

3.2 g of lithium aluminium hydride are added portionwise to a solution of 7.08 g of methyl 3-indazolecarboxylate in 80 ml of tetrahydrofuran, cooled to a temperature in the region of 0° C. by an ice bath. After 4 hours at a temperature in the region of 0° C., 1.6 g of lithium aluminium hydride are added. After 2 hours at a temperature in the region of 0° C., the reaction medium is treated successively with 6 ml of water and then 6 ml of aqueous 1N sodium hydroxide solution and finally 18 ml of water. The reaction mixture is filtered through paper and the aqueous filtrate is then extracted with dichloromethane. The collected organic fractions are combined, dried over magnesium sulphate and concentrated under reduced pressure at a temperature in the region of 40° C. 3.15 g of (1H-indazol-3-yl)methanol are obtained in the form of an off-white powder, the characteristics of which are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288425B2
Source datasetuspto-grants-2012_10
ORD IDord-3e39270afb724279aeeeeb1481fd2370
Source noteuspto-grants-2012_10