Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phthalimidine | HCID 10199 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | Bromomethylstyrene | HCID 98116 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67249785 | HCID 67249785 | — |
Reaction Steps
A mixture of 2,3-dihydroisoindol-1-one (0.066 g, 0.5 mmol), 3-bromo-propenyl-benzene (0.118 g, 0.6 mmol), Cs2CO3 (0.408 g, 1.25 mmol), and 18-crown-6 (0.013 g, 0.05 mmol) in acetone (3 mL) was stirred at 70° C. for 16 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 2-(2-phenyl-allyl)-2,3-dihydro-isoindol-1-one. 1H NMR (300 MHz, CDCl3): δ (ppm) 4.42 (m, 4H), 6.22 (m, 1H), 6.60 (d, 1H), 7.22-7.60 (m, 8H), 7.88 (d, 1H). GC-MS: m/z 249 (M)+.
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-3bdfaa7efb754c14bece3bed251899e8 |
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| Source note | uspto-grants-2011_06 |
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