HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850378Generated: October 30, 2026
Sodium Sulfite → 5-amino-4-bromo-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-one
https://huagongshe.com/reaction/1850378
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | 3(2H)-Benzofuranone, 5-amino-2,2,6,7-tetramethyl- | HCID 23114135 | — |
| Reactant | Tetra-n-butylammonium tribromide | HCID 23500184 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-amino-4-bromo-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-one | HCID 66759795 | 72.4% |
Reaction Steps
Tetrabutylammonium tribromide (31.0 g, 64.2 mmol) was added to a tetrahydrofuran solution (200 mL) containing 5-amino-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-one (6.59 g, 32.1 mmol) synthesized in Reference Example 20 at 0° C., and the mixture was stirred at 0° C. for 2 hours. To the mixture, a saturated sodium sulfite aqueous solution was added, and extraction was performed using ethyl acetate. The extract was dried using anhydrous magnesium sulfate. After that, the solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate 98:2 to 85:15) to give 6.60 g of the title compound (yield: 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08957069B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-b18b6ddd688442f09fe6a12eec2f3e05 |
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| Source note | uspto-grants-2015_02 |
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