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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27771Generated: October 26, 2026

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

https://huagongshe.com/reaction/27771

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 one hour. The mixture is kept at room temperature for two 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 numberUS04223151
Source datasetuspto-grants-1980_09
ORD IDord-1e2f3cdde0d746b2b8d98ffbdef4111e
Source noteuspto-grants-1980_09