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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855957Generated: November 2, 2026

2,3-Dihydro-α-methyl-N-(phenylmethyl)-1,4-benzodioxin-2-methanamine → 1,4-Benzodioxan, 2-(1-aminoethyl)-

https://huagongshe.com/reaction/1855957

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dihydro-α-methyl-N-(phenylmethyl)-1,4-benzodioxin-2-methanamineHCID 541836—
CatalystHydrochloric AcidHCID 313—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product1,4-Benzodioxan, 2-(1-aminoethyl)-HCID 1718094.5%

Reaction Steps

In 50 ml of methanol was dissolved 7 g of pure N-benzyl-1-(1,4-benzodioxan-2-yl)ethylamine (i1 '). After adding one drop of ethanolic hydrochloric acid and 0.5 g of 10% palladium charcoal to the solution, and catalytic reduction was performed at normal pressure until the absorption of hydrogen gas stopped. Then, palladium charcoal was filtered away, the filtrate was acidified with the addition of ethanolic hydrochloric acid, and the solvent was distilled off. Then, 20 ml of isopropanol was added to the residue and the product formed was recovered by filtration to provide 4.4 g (75.7%) of 1-(1,4-benzodioxan-2-yl)ethylamine (i1 ') hydrochloride having a melting point of 234°-235° C. The product was then converted into a base by a conventional manner and distilled under reduced pressure to provide 2.9 g (62.3%) of 1-(1,4-benzodioxan-2-yl)ethylamine (i1 ') having a boiling point of 88°-90° C./0.1 mmHg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04217305
Source datasetuspto-grants-1980_08
ORD IDord-46edf05f45fe46549779640ceeed34e2
Source noteuspto-grants-1980_08