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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179401Generated: October 30, 2026

Water → 2-(5-Bromo-7-chlorobenzofuran-2-yl)ethanamine

https://huagongshe.com/reaction/2179401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
Reactant2-(2-Azidoethyl)-5-bromo-7-chlorobenzofuranHCID 86668004—
SolventTetrahydrofuranHCID 8028—
Product2-(5-Bromo-7-chlorobenzofuran-2-yl)ethanamineHCID 6810913785.1%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of the product of step D (500 mg, 1.66 mmol) in THF (8 mL) was added triphenylphosphine (72 mg, 3.32 mmol) followed by water (3 mL). The reaction mixture was heated to 65° C. for 4 h and concentrated in vacuo. Purification by column chromatography (SiO2, 95:5 dichloromethane/methanol) provided 2-(5-bromo-7-chlorobenzofuran-2-yl)ethanamine (388 mg, 85%) as a colorless liquid: 1H NMR (CDCl3, 400 MHz) δ 7.51 (t, J=2.4 Hz, 1H), 7.36 (t, J=2.4 Hz, 1H), 6.45 (s, 1H), 3.12 (t, J=8.4 Hz, 2H), 2.94 (t, J=8.8 Hz, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067949B2
Source datasetuspto-grants-2015_06
ORD IDord-40dcd9f1b2e4473ca35399449a861720
Source noteuspto-grants-2015_06