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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278437Generated: November 1, 2026

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

https://huagongshe.com/reaction/278437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Hydroxy-1-indanoneHCID 233147—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-(benzyloxy)-2,3-dihydro-1H-inden-1-oneHCID 1075240670.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-hydroxy-indan-1-one (5.3 g, 35.7 mmol), KJ (0.6 g, 3.6 mmol) and K2CO3 (6.17 g, 44.6 mmol) and benzyl bromide (4.66 ml, 39.3 mmol) in DMF (50 ml) were heated at 100° C. for 1 hr. Addition of H2O (150 ml) and extraction with EtOAc (3×50 ml), washing the organic phase with satd. NaCl solution (100 ml) and drying with MgSO4 and evaporation afforded a brown solid. This material was recrystallised twice from EtOH to afford 5-benzyloxy-indan-1-one (6 g, 25.17 mmol, 70%) as yellow crystals, Mp. 105-106° C., MS m/e=238.1 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06359138B1
Source datasetuspto-grants-2002_03
ORD IDord-99c56832d9ff4460af9ad6568e2c193c
Source noteuspto-grants-2002_03