HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 3-Methoxyphenethylamine | HCID 74866 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride | HCID 2920335 | 90% |
Reaction Steps
To a stirred suspension of 3-methoxyphenethylamine (50.4 g, 0.33 mol. 1.0 eq) in water (40 mL) was added 37% aqueous formaldehyde solution (27.5 mL, 1.1 eq) and stirring continued for 20 min. Concentrated HCl (80 mL) was added and the mixture heated at reflux for 1 h. After cooling to room temperature the mixture was evaporated to dryness. The residue was recrystallised from acetone, affording the desired product as a white solid (60.1 g, 90%) which was used without further purification for the next step. MH+ 164.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504392B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-50686108a18240839b80a372583cce2c |
| Source note | uspto-grants-2009_03 |