HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-(2,6-Dichloro-4-methoxy-benzyl)-isoindole-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Reactant | 2-(Bromomethyl)-1,3-dichloro-5-methoxybenzene | HCID 59299479 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(2,6-Dichloro-4-methoxy-benzyl)-isoindole-1,3-dione | HCID 67353641 | 82% |
Reaction Steps
Stir a mixture of potassium phthalimide (1.85 g, 10 mmol), 2-bromomethyl-1,3-dichloro-5-methoxy-benzene (2.68 g, 10 mmol) and DMF (20 mL) at 50° C. for 12 hours. Cool the reaction and dilute with ethyl acetate (60 mL) and wash with water three times and brine one time. After drying the organic layer over sodium sulfate, filter and concentrate under vacuum. Purify the residue by silica gel chromatography with 1:3 ethyl acetate/hexane to afford 2.74 g (82%) of the title compound. MS (m/z): 336 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994176B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-584d755da8214bef87822affbb88cd81 |
| Source note | uspto-grants-2011_08 |