Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phthalimidine | HCID 10199 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | 1-(Bromomethyl)-2,4-difluorobenzene | HCID 90297 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57949516 | HCID 57949516 | 77% |
Reaction Steps
A mixture of 2,3-dihydro-isoindol-1-one (0.133 g, 1 mmol), 1-bromomethyl-2,4-difluoro-benzene (0.248 g, 1.2 mmol), Cs2CO3 (0.816 g, 2.5 mmol), and 18-crown-6 (0.026 g, 0.11 mmol) in acetone (5 mL) was stirred at 70° C. for 16 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 2-(2,4-difluoro-benzyl)-2,3-dihydro-isoindol-1-one (0.199 g, 77%). 1H NMR (300 MHz, CDCl3): δ (ppm) 4.34 (s, 2H), 4.84 (s, 2H), 6.85 (m, 2H), 7.35-7.54 (m, 4H), 7.86 (d, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07968570B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-9ba52b31369b44fbb55b7de8008124b0 |
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| Source note | uspto-grants-2011_06 |
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