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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1703348Generated: October 27, 2026

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

https://huagongshe.com/reaction/1703348

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 numberUS04351942
Source datasetuspto-grants-1982_09
ORD IDord-103be090b2df4cdf90143186f28ef0dc
Source noteuspto-grants-1982_09