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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2397272Generated: October 27, 2026

Hydrochloric Acid → 6,7-Dimethoxy-1-isochromanmethylamine

https://huagongshe.com/reaction/2397272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2,2-DiethoxyethylamineHCID 69524—
Reactant3,4-Dimethoxyphenethyl alcoholHCID 81911—
Solvent1,4-DioxaneHCID 31275—
Product6,7-Dimethoxy-1-isochromanmethylamineHCID 12225884—

Reaction Steps

A solution of the starting material of formula II, 3,4-dimethoxyphenethyl alcohol (108 g), described by E. Z. Khafagy and J. P. Lambooy, J. Med. Chem., 9, 936 (1966), and the starting material of formula III, aminoacetaldehyde diethyl acetal (78 g), in dry dioxane (250 ml) is stirred and cooled (ice bath) while being saturated with hydrogen chloride over a period of 1 hour. The mixture is kept at room temperature for 2 days. The crystalline precipitate is collected, washed with dry dioxane and then ether to yield the hydrochloric acid addition salt (hydrochloride) of the title compound, m.p. 250°-255° C. (dec.), after recrystallization from methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04021451
Source datasetuspto-grants-1977_05
ORD IDord-6aa271a380194efc9577250cfe62eaa3
Source noteuspto-grants-1977_05