HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82048Generated: October 26, 2026
Methylamine → 6-bromo-2-methyl-2,3-dihydro-1H-isoindol-1-one
https://huagongshe.com/reaction/82048
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Methyl 5-bromo-2-(bromomethyl)benzoate | HCID 12929136 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-bromo-2-methyl-2,3-dihydro-1H-isoindol-1-one | HCID 46942008 | 100% |
Reaction Steps
To a solution of 5-bromo-2-bromomethyl-benzoic acid methyl ester (1.00 g, 3.25 mmol) in THF (6.5 mL) was a solution of methylamine in THF (2M, 8.12 mL, 16.24 mmol). The reaction mixture was heated at 50° C. for 4 hours and then concentrated under vacuum. The residue was taken up in EtOAc and the organic layer was then washed with an aqueous 1M HCl solution, brine, dried (Na2SO4), filtered, concentrated under vacuum to give the title compound (0.73 g, 100%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08846712B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-6e174c0561454a2d8fc1dd1e6727ca38 |
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| Source note | uspto-grants-2014_09 |
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