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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523997Generated: October 30, 2026

Water → 2-(2-Bromo-3-cyclopropylmethoxy-phenyl)-ethylamine

https://huagongshe.com/reaction/523997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant2-Bromo-1-cyclopropylmethoxy-3-(2-nitro-vinyl)-benzeneHCID 131735575—
SolventTetrahydrofuranHCID 8028—
Product2-(2-Bromo-3-cyclopropylmethoxy-phenyl)-ethylamineHCID 84061381—

Reaction Conditions

Temperature0 °C

Reaction Steps

To 0.92 mL (2.2 mmol) lithium aluminum hydride solution (2.4 M in THF) are added dropwise 300 mg (1.01 mmol) 2-bromo-1-cyclopropylmethoxy-3-(2-nitro-vinyl)-benzene (example XX) in 5 mL THF at 0° C. After stirring at 0° C. for 2 h the reaction mixture is quenched by the addition of 36 μL (2.0 mmol) water, 0.50 mL (2.0 mmol) aq. NaOH solution (c=4 mol/L) and 0.11 mL (6.0 mmol) water. The resulting mixture is stirred for 20 min, filtered over celite/Na2SO4 and the filtrate is concentrated by evaporation. The residue is purified by HPLC (ACN/H2O/NH4OH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340510B2
Source datasetuspto-grants-2016_05
ORD IDord-2b50f610bc5945bbb23f2f63ddd56a8f
Source noteuspto-grants-2016_05