HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-Methoxy-2-naphthaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-Bromo-6-methoxynaphthalene | HCID 78786 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 6-Methoxy-2-naphthaldehyde | HCID 76991 | — |
Reaction Steps
n-BuLi in hexane (1.59M, 125 ml) was added dropwise to a solution of 2-bromo-6-methoxynaphthalene (42.27 g) in THF (600 ml) at −78° C. and was stirred at −78+ C. for 30 minutes. To the mixture was added DMF (28 ml), and the whole was allowed to warm to room temperature. The reaction mixture was acidified with HCl and extracted with ethyl acetate. The extract was dried and concentrated to give the titled compound (32.31 g) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06420375B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-4a1b43a030084a2b98742d0a4acc722e |
| Source note | uspto-grants-2002_07 |