HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427648Generated: November 2, 2026
Ethyl Acetate → 5-Bromo-7-chloro-2-(4-chloro-benzyl)-2,3-dihydro-isoindol-1-one
https://huagongshe.com/reaction/2427648
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Chlorobenzylamine | HCID 66036 | — |
| Reactant | Methyl 4-bromo-2-(bromomethyl)-6-chlorobenzoate | HCID 59512234 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 5-Bromo-7-chloro-2-(4-chloro-benzyl)-2,3-dihydro-isoindol-1-one | HCID 11639303 | 41% |
Reaction Steps
A mixture of 4-bromo-2-bromomethyl-6-chloro-benzoic acid methyl ester (0.900 g, 2.65 mmol), 4-chloro-benzylamine (0.391 mL, 3.2 mmol), and K2CO3 (0.69 g, 5.0 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 5-bromo-7-chloro-2-(4-chloro-benzyl)-2,3-dihydro-isoindol-1-one (0.391 g, 41%). GC-MS: m/z 371 (M)+, 336 (M−35)+.
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-4bd5453561f54b5a96fa161034995f01 |
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| Source note | uspto-grants-2011_06 |
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