Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 2-(bromomethyl)-6-iodobenzoate | HCID 11268261 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 57949681 | HCID 57949681 | 56% |
Reaction Steps
A mixture of 2-bromomethyl-6-iodo-benzoic acid methyl ester (1.07 g, 3.0 mmol), benzylamine (0.34 mL, 3.1 mmol), and K2CO3 (0.83 g, 6 mmol) in toluene (10 mL) was heated with stirring at 100° C. for 2 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 2-benzyl-7-iodo-2,3-dihydro-isoindol-1-one 0.586 g, 56%). 1H NMR (300 MHz, CDCl3): δ (ppm) 4.16 (s, 2H), 4.82 (s, 2H) 7.18-7.40 (m, 7H), 7.90 (d, 1H). GC-MS: m/z 349 (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-d3ea156ecb6b4764a688516badf24d1b |
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| Source note | uspto-grants-2011_06 |
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