HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 11443388, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tert-Butylamine | HCID 6385 | — |
| Reactant | 7-(Benzyloxy)naphthalen-2-ol | HCID 2763818 | — |
| Catalyst | Cupric Chloride | HCID 24014 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 11443388 | HCID 11443388 | 85.1% |
Reaction Steps
To a mixture of 55.8 g (0.223 mol) of 7-benzyloxy-naphthalene-2-ol, 60.0 g (0.446 mol) of copper chloride (II), and 1.5 L of methanol was added a methanol (500 mL) solution of 130.5 g (1.78 mol) of t-butylamine, followed by 20 hours of stirring at room temperature. The reaction liquid was cooled on an ice bath and after addition of 500 mL of 6N hydrochloric acid, methanol was removed by evaporation under reduced pressure. The residue was dissolved in ethyl acetate (1.5 L) and the resulting solution was washed with saturated brine. The solvent was removed by evaporation under reduced pressure and the residue was purified by silica gel column chromatography to obtain 47.3 g of the title compound. Yield 85%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06794328B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-e93ed369700b462ea6da37dc394ff3c9 |
| Source note | uspto-grants-2004_09 |