HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthaloyl chloride → 2-Bromo-4,5-dimethoxyl-(2-phthalimidoethyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthaloyl chloride | HCID 6955 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Br-4,5-DMPEA | HCID 820370 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Bromo-4,5-dimethoxyl-(2-phthalimidoethyl)benzene | HCID 5061742 | — |
Reaction Steps
2-Bromo-4,5-dimethoxylbenzeneethanamine (3.5 g 13.2 mmol) was dissolved and stirred in 50 mL dry acetonitrile. 2.14 mL (1.1 equiv) phthaloyl dichloride and 7 mL (3 equiv) Hünig's base were added. The mixture was stirred at room temperature overnight. Acetonitrile was removed; the remaining product was taken up in dichloromethane and washed with basic water (pH=11). The aqueous wash was extracted with dichloromethane 15 mL×3. The organic fractions were combined and dried over sodium sulfate. Solvent was removed to give the crude product, which was then purified by column chromatography. Calculated yield: 1.8 g (34%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08377704B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-7ffb25b596854e6a8b23126d286b8475 |
| Source note | uspto-grants-2013_02 |