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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241797Generated: October 26, 2026

4-Nitroindan-1-one → 4-Nitro-2,3-dihydro-1H-inden-1-OL

https://huagongshe.com/reaction/241797

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitroindan-1-oneHCID 90563—
ReactantSodium borohydrideHCID 4311764—
SolventMethanolHCID 887—
Product4-Nitro-2,3-dihydro-1H-inden-1-OLHCID 13102456—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a 0° C. solution of 4-nitro-2,3-dihydro-1H-inden-1-one (149 mgs, 0.84 mmol, 1.0 equiv) in MeOH (2 mL) was added NaBH4 (10 mg, 0.26 mmol, 0.33 equiv) as a solid in one portion. After stirring for 1 h at 0° C., the solvent was removed in vacuo, and water (3 mL) was added to the residue. The aqueous suspension was extracted three times with EtOAc, and the combined organic layers were dried over sodium sulfate. The solution was filtered and concentrated in vacuo. The desired product was used without further purification (135 mg, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653081B2
Source datasetuspto-grants-2014_02
ORD IDord-40c65f2bfd8e48e4930dc96c60de74c6
Source noteuspto-grants-2014_02