HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427691Generated: November 3, 2026
Ethyl Acetate → 5-Bromo-7-methyl-2-(4-phenoxybenzyl)-2,3-dihydroisoindol-1-one
https://huagongshe.com/reaction/2427691
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Phenoxyphenyl)methanamine | HCID 2760343 | — |
| Reactant | HCID 59512232 | HCID 59512232 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 5-Bromo-7-methyl-2-(4-phenoxybenzyl)-2,3-dihydroisoindol-1-one | HCID 11603900 | 32.5% |
Reaction Steps
A mixture of 4-bromo-2-bromomethyl-6-methyl-benzoic acid methyl ester (0.500 g, 1.6 mmol), 4-phenoxy-benzylamine (0.342 mL, 1.92 mmol), and K2CO3 (0.484 g, 3.5 mmol) in toluene (5 mL) was heated with stirring at 100° C. for 2 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 5-bromo-7-methyl-2-(4-phenoxy-benzyl)-2,3-dihydro-isoindol-1-one (0.212 g, 32%). GC-MS: m/z 407 (M)+, 314 (M−93)+.
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-2e7c39b8868442a6bfad9243faf36345 |
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| Source note | uspto-grants-2011_06 |
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