HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-[Bis(hydroxymethyl)-methyl]-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 2-(6,7-Dimethoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-propane-1,3-diol | HCID 13696683 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | 1-[Bis(hydroxymethyl)-methyl]-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride | HCID 14644510 | 70% |
Reaction Steps
To 0.0125 mole (3.33 g) of 1-[bis(hydroxymethyl)-methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 15 ml of a 37% aqueous formaldehyde solution and 15 ml of 99% formic acid are added, and the mixture is kept at 100 C.° for 10 hours. After cooling, 50 ml of a 15% aqueous hydrogen chloride solution is added to the reaction mixture, which is then evaporated under reduced pressure. The residue is thoroughly dehydrated and triturated with a small amount of acetone to yield the aimed compound with a melting point of 199° to 201 C.° (ethanol/ether).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04656179 |
| Source dataset | uspto-grants-1987_04 |
| ORD ID | ord-13d069e5802c434cb7a935ae8031ff0d |
| Source note | uspto-grants-1987_04 |