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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873943Generated: October 27, 2026

Water → 1-Benzyl-3-cyclopropylindazol-6-ol

https://huagongshe.com/reaction/1873943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzylhydrazine dihydrochlorideHCID 146540—
ReactantSodium AcetateHCID 517045—
ReactantCyclopropyl(2-fluoro-4-hydroxyphenyl)methanoneHCID 59370759—
SolventO-XyleneHCID 7237—
Product1-Benzyl-3-cyclopropylindazol-6-olHCID 135869942—

Reaction Steps

Cyclopropyl(2-fluoro-4-hydroxyphenyl)methanone (6.51 g) which can be prepared according to the method described in Reference example 2, etc., sodium acetate (14.3163 g; manufactured by Wako Pure Chemical Industries, Ltd.), and benzylhydrazine-dihydrochloride (10.72 g; manufactured by Sigma-Aldrich Co.) were suspended in xylene (180 mL). By using a dean-stark apparatus, the mixture was stirred overnight at reflux. After cooling to room temperature, the mixture was added with water and extracted twice with ethyl acetate. The organic layer was washed twice with water and brine and dried over anhydrous sodium sulfate. After the solvent was evaporated under reduced pressure, insoluble matters were dissolved by adding n-hexane to the residue and the title compound was obtained as a crude product (10.97 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304443B2
Source datasetuspto-grants-2012_11
ORD IDord-e6d56046c6a6436a87da81b9d8fd5283
Source noteuspto-grants-2012_11