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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061355Generated: November 2, 2026

Phosphorus tribromide → HCID 59603169, compound

https://huagongshe.com/reaction/2061355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
Reactant(5-Methoxy-1-benzofuran-2-yl)methanolHCID 15161064—
SolventTolueneHCID 1140—
ProductHCID 59603169HCID 5960316975.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

Compound 25 (40 mg, 0.22 mmol) was dissolved in toluene (5 mL) and the solution was cooled to 0° C. PBr3 (21 μL, 0.22 mmol) was added dropwise over 10 min. The reaction mixture was then brought up to room temperature and stirred for 1 h. The solvent was evaporated off in-vacuo. The residue was adsorbed on silica gel and purified by flash chromatography, eluting with hexane/EtOAc (4:1) to give 26 (40 mg, 74%) as an oil. 1H NMR (500 MHz, CDCl3): δ: 7.39 (1H, d, J=8.90 Hz, H-7), 7.01 (1H, d, J=2.55, H-4), 6.94 (1H, dd, J=6.35 & 2.60, H-6), 6.72 (1H, s, H-3), 4.61 (2H, s, 2-CH2), 3.86 (3H, s, OCH3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283340B2
Source datasetuspto-grants-2012_10
ORD IDord-18de59029b52485cab72b893be432576
Source noteuspto-grants-2012_10