HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde formic acid → trans-7-bromo-6-methoxy-2-methyl-2,3,4,8,9,9a-hexahydro-4-phenyl-1H-indeno[1,7-cd]azepine hydrobromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde formic acid | HCID 18761834 | — |
| Reactant | 1-Aminomethyl-5-bromo-4-methoxyindan | HCID 21293314 | — |
| Reactant | 7-bromo-6-methoxy-2,3,4,8,9,9a-hexahydro-4-phenyl-1H-indeno[1,7-cd]azepine | HCID 70418412 | — |
| Product | trans-7-bromo-6-methoxy-2-methyl-2,3,4,8,9,9a-hexahydro-4-phenyl-1H-indeno[1,7-cd]azepine hydrobromide | HCID 86742411 | — |
Reaction Steps
Using the methods described above and starting with 1-aminomethyl-5-bromo-4-methoxyindan, 7-bromo-6-methoxy-2,3,4,8,9,9a-hexahydro-4-phenyl-1H-indeno[1,7-cd]azepine is prepared. This intermediate is N-methylated using formic acid-formaldehyde to give cis, trans-7-bromo-6-methoxy-2-methyl-2,3,4,8,9,9a-hexahydro-4-phenyl-1H-indeno[1,7-cd]azepine hydrobromide and, after demethylation using boron tribromide, cis or trans-7-bromo-6-hydroxy-2-methyl-2,3,4,8,9,9a-hexahydro-4-phenyl-1H-indeno[1,7-cd]azepine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04769368 |
| Source dataset | uspto-grants-1988_09 |
| ORD ID | ord-0994bb731f6b4f8387a636c2c3f372a5 |
| Source note | uspto-grants-1988_09 |