HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-[3-(7-Methoxy-3,4-dihydronaphthalen-1-yl)propyl]isoindole-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-(3-Bromopropyl)-6-methoxy-1,2-dihydronaphthalene | HCID 10423823 | — |
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[3-(7-Methoxy-3,4-dihydronaphthalen-1-yl)propyl]isoindole-1,3-dione | HCID 21996455 | 95.4% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 4-(3-bromopropyl)-6-methoxy-1,2-dihydronaphthalene (10 g, 35.6 mmol), potassium phthalimide (7.9 g, 42.7 mmol) and DMF (50 ml ) was heated at 100° C. for 1 hour and then cooled. The mixture was diluted with water and the product was extracted with ethyl acetate. The extract was washed with brine and water, dried over anhydrous magnesium sulfate, and the solvent was removed in vacuo. The residue was purified by a silica gel column chromatography (ethyl acetate:hexane=2:8) to afford the titled compound (11.8 g, yield 95%, oil).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06235789B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-310b8a358cd847009b8e2b8c416d0584 |
| Source note | uspto-grants-2001_05 |