HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 7-hydroxy-3,4-dihydro-2H-naphthalen-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 7-Methoxy-1,2,3,4-tetrahydronaphthalen-1-one | HCID 81276 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 7-hydroxy-3,4-dihydro-2H-naphthalen-1-one | HCID 571818 | 79.1% |
Reaction Steps
In xylene (450 ml) was dissolved 7-methoxy-1-tetralone (50.0 g) under argon atmosphere. To the mixture was added aluminum chloride (75.7 g), and the mixture was refluxed for 4.5 hours. The mixture was cooled to room temperature. To the mixture was added 3N hydrochloric acid (500 ml), and the mixture was extracted with ethyl acetate. The organic layer was separated and concentrated under reduced pressure. The residue was separated and purified with column chromatography (ethyl acetate) to give 7-hydroxy-1-tetralone (36.4 g) as dark green crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06172061B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-b6dd6b90cfe449989fb72ffd438f980b |
| Source note | uspto-grants-2001_01 |