Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phthalimidine | HCID 10199 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (3-Bromopropyl)benzene | HCID 12503 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57949754 | HCID 57949754 | 80% |
Reaction Steps
A mixture of 2,3-dihydro-isoindol-1-one (0.066 g, 0.5 mmol), 3-bromo-propyl-benzene (0.119 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-(3-phenyl-propyl)-2,3-dihydro-isoindol-1-one (0.100 g, 80%). 1H NMR (300 MHz, CDCl3): δ (ppm) 1.99 (m, 2H), 2.66 (t, 2H), 3.68 (t, 2H), 4.38 (s, 2H), 7.18-7.56 (m, 8H), 7.92 (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-7ed87c6a4c434de29af5502052683833 |
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| Source note | uspto-grants-2011_06 |
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