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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 622198Generated: October 31, 2026

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

https://huagongshe.com/reaction/622198

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
ReactantSodium HydroxideHCID 14798—
ReactantN-(2-methoxy-3,4-methylenedioxybenzyl)-N-(p-toluenesulfonyl)aminoacetaldehyde diethylacetalHCID 13911325—
ProductN-(2,2-Dimethoxyethyl)-4-methoxy-N-methyl-1,3-benzodioxole-5-methanamineHCID 1460955799.7%

Reaction Steps

17.8 g (74.3 mmol) of the compound (2) thus obtained was added to 50 ml of water, to which 100 ml of methylene chloride was added. This solution was made basic with 25% aqueous solution of sodium hydroxide under water-cooling. The solution was separated and the aqueous layer was extracted with 20 ml of methylene chloride. The obtained methylene chloride layers were combined, washed with 30 ml of water, dried over anhydrous magnesium sulfate and then concentrated under vacuum to obtain 15.06 g of 8-methoxy-6,7-methylenedioxyisoquinoline (3) (yield 99.7%). The product thus obtained was recrystallized from ethylacetate-n-hexane, m.p. 144°-5° C. IR and NMR spectra of the resultant product are listed below. ##STR48##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04769480
Source datasetuspto-grants-1988_09
ORD IDord-be23a90f2ef54c33add335383e7cbb18
Source noteuspto-grants-1988_09