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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 622192Generated: October 30, 2026

Hydrochloric Acid → N-(2,2-Dimethoxyethyl)-4-methoxy-N-methyl-1,3-benzodioxole-5-methanamine

https://huagongshe.com/reaction/622192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
ReactantN-(2-methoxy-3,4-methylenedioxybenzyl)-N-(p-toluenesulfonyl)aminoacetaldehyde diethylacetalHCID 13911325—
CatalystPalladiumHCID 23938—
ProductN-(2,2-Dimethoxyethyl)-4-methoxy-N-methyl-1,3-benzodioxole-5-methanamineHCID 1460955756%

Reaction Steps

7.81 g (40 mmol) of 2-methoxy-3,4-methylenedioxybenzaldoxime (2) thus obtained, 3.67 ml (44 mmol) of concentrated hydrochloric acid and 500 mg of 5% palladium on carbon catalyst were added to 80 ml of ethanol to carry out hydrogenation at room temperature for 4 hours and 45 minutes. The catalyst was filtered out, the filtrate was concentrated and the residue is recrystallized from 60 ml of ethanol to obtain 4.86 g of 2-methoxy-3,4-methylenedioxybenzylamine hydrochloride (3). Yield 56%, m.p. 208°-210° C. IR and NMR spectra of the resultant product are listed below. ##STR29##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04769480
Source datasetuspto-grants-1988_09
ORD IDord-25af32726eea4c73bc3460df724fad16
Source noteuspto-grants-1988_09