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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472985Generated: October 30, 2026

Sodium hydride → 6'-bromo-5,6,8,9-tetrahydrospiro[benzo[7]annulene-7,2'-inden]-1'(3'H)-one

https://huagongshe.com/reaction/472985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-Indanone, 6-bromo-HCID 139778—
Reactant1,2-Bis(2-bromoethyl)benzeneHCID 3611870—
SolventTetrahydrofuranHCID 8028—
Product6'-bromo-5,6,8,9-tetrahydrospiro[benzo[7]annulene-7,2'-inden]-1'(3'H)-oneHCID 58197349—

Reaction Steps

A mixture of 6-bromo-indan-1-one (300 mg, 1.43 mmol), 1,2-bis(2-bromoethyl)-benzene (414.3 mg, 1.43 mmol) in THF (10 mL) was added NaH (114 mg, 2.86 mmol) at room temperature, the mixture was refluxed for 2 hours. The mixture was quenched with water, concentrated, then extracted with DCM, washed with brine, dried over Na2SO4, concentrated to 6′-bromo-5,6,8,9-tetrahydrospiro[benzo[7]annulene-7,2′-inden]-1′(3′H)-one (20 mg, 5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633212B2
Source datasetuspto-grants-2014_01
ORD IDord-62a3168f08c6419188a703d9495618bd
Source noteuspto-grants-2014_01