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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2422206Generated: November 1, 2026

Benzyl Alcohol → 5-(benzyloxy)-2,3-dihydro-1H-inden-1-one

https://huagongshe.com/reaction/2422206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant5-Hydroxy-1-indanoneHCID 233147—
SolventTetrahydrofuranHCID 8028—
Product5-(benzyloxy)-2,3-dihydro-1H-inden-1-oneHCID 1075240697.4%

Reaction Steps

To a solution of 5-hydroxyindanone (1.0 g, 6.2 mmol), benzyl alcohol (0.65 g, 5.6 mmol) and tributylphosphine (1.7 g, 8.4 mmol) in tetrahydrofuran (30 mL) was added 1,1′-(azodicarbonyl)dipiperidine (2.1 g, 8.4 mmol), and the mixture was stirred at room temperature for 16 hrs. Insoluble material was filtered off, and the filtrate was concentrated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10:1) to give the title compound (1.3 g, yield 97%) as a powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960369B2
Source datasetuspto-grants-2011_06
ORD IDord-1f4bb9a799774ef0976bec432aea1e1a
Source noteuspto-grants-2011_06