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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390394Generated: October 29, 2026

Phosphorus tribromide → 1'-[4-(Bromomethyl)benzyl]spiro[indene-1,4'-piperidine]

https://huagongshe.com/reaction/390394

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
ReactantBenzenemethanol, 4-(spiro[1H-indene-1,4'-piperidin]-1'-ylmethyl)-HCID 58230582—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product1'-[4-(Bromomethyl)benzyl]spiro[indene-1,4'-piperidine]HCID 67087185—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a 0° C. solution of [4-(spiro[indene-1,4′-piperidine]-1′-ylmethyl)phenyl]methanol (1.5 g, 4.91 mmol) in DCM (50 mL) is added phosphorus tribromide (0.667 mL, 6.8 mmol). The reaction mixture is stirred for 15 minutes at 0° C. The reaction mixture is diluted with water (100 mL) at 0° C. and extracted with DCM (2×200 mL). The combined extracts are washed with brine, dried over sodium sulfate, filtered, and concentrated to give the title compound as an off white solid (1.1 g, 61%). ESI/MS m/z 369 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383642B2
Source datasetuspto-grants-2013_02
ORD IDord-1bf8b3be4e25441eb364d00e4ca33792
Source noteuspto-grants-2013_02