HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6,7-Dimethoxy-1-isochromanmethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2,2-Diethoxyethylamine | HCID 69524 | — |
| Reactant | 3,4-Dimethoxyphenethyl alcohol | HCID 81911 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6,7-Dimethoxy-1-isochromanmethylamine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04036842 |
| Source dataset | uspto-grants-1977_07 |
| ORD ID | ord-5b92083a5a6c4be885ccd109305c1dc5 |
| Source note | uspto-grants-1977_07 |