HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2063821Generated: October 30, 2026
Water → 2-[(2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-2-yl)methyl]-1H-isoindole-1,3(2H)-dione
https://huagongshe.com/reaction/2063821
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-(Iodomethyl)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran | HCID 15268305 | — |
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-[(2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-2-yl)methyl]-1H-isoindole-1,3(2H)-dione | HCID 66759623 | 69% |
Reaction Steps
Potassium phthalimide (702 mg, 3.79 mmol) was added to a solution of DMF (10 mL) containing 2-(iodomethyl)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran (1.00 g, 3.16 mmol) synthesized in Reference Example 126, and the mixture was stirred at 140° C. for 15 hours. After that, the reaction solution was cooled to room temperature, and water and ethyl acetate were added thereto to separate an organic layer. The organic layer was washed with water and saturated saline, and dried using anhydrous magnesium sulfate, followed by concentration under reduced pressure. The residue was purified by silica gel chromatography (hexane-ethyl acetate 95:5-75:25) to give 730 mg of the title compound (yield: 69%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08288390B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-c3d234c083294d4a8ad69b03cc13b0f5 |
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| Source note | uspto-grants-2012_10 |
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