HuagongsheHuagongshe Chemistry Print Report · For research reference only
7-(Benzyloxy)-1-[1-(4-chloro-2-methoxyphenyl)cyclobutyl]-3,4-dihydroisoquinoline → 1-[1-(4-Chloro-2-methoxyphenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7-(Benzyloxy)-1-[1-(4-chloro-2-methoxyphenyl)cyclobutyl]-3,4-dihydroisoquinoline | HCID 58246249 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Hydrogen Bromide | HCID 260 | — |
| Product | 1-[1-(4-Chloro-2-methoxyphenyl)cyclobutyl]-3,4-dihydroisoquinolin-7-ol | HCID 58246264 | — |
Reaction Steps
7-(benzyloxy)-1-[1-(4-chloro-2-methoxyphenyl)cyclobutyl]-3,4-dihydroisoquinoline (460 mg, 1.065 mmol) were dissolved in 33% hydrobromic acid in acetic acid. The reaction mixture was stirred at room temperature for 15 min. The solvent was evaporated in vacuo. Toluene was added and evaporated in vacuo (repeated three times). The crude product was purified by flash chromatography (silica, dichloromethane then dichloromethane:methanol=4:1). Yield: 322 mg (0.942 mmol, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653100B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-847dfc25dca9461eb6cc61c04c5e32ea |
| Source note | uspto-grants-2014_02 |