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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363235Generated: November 2, 2026

Hydrochloric Acid → 2-(2,3-Dihydro-1,4-benzodioxin-2-yl)ethanamine

https://huagongshe.com/reaction/2363235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-(2,3-Dihydro-1,4-benzodioxin-2-yl)acetonitrileHCID 267531—
SolventTetrahydrofuranHCID 8028—
Product2-(2,3-Dihydro-1,4-benzodioxin-2-yl)ethanamineHCID 55648—

Reaction Steps

The 2-cyanomethyl-(2,3 dihydrobenzo[1,4]dioxine) was dissolved in THF (50 mL) and 1M BH3 in THF (80 mL, 80 mmol) was added and the reaction mixture refluxed for 5 h, then stirred at ambient temperature for 16 h. With ice bath cooling, 2N HCl was added until pH=1.0 was achieved. The reaction mixture was then stirred for 1 h at room temperature and evaporated in vacuo to yield an oil. The oil was partitioned between 3N NaOH and diethyl ether, and the diethyl ether solution was washed with brine, dried (Na2SO4) and evaporated in vacuo to yield crude 2-(2,3 dihydrobenzo[1,4]dioxin-2-yl)ethylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691867B2
Source datasetuspto-grants-2014_04
ORD IDord-a6800c7c0cb54f27b21813c7c2d766ba
Source noteuspto-grants-2014_04