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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium SulfiteHCID 24437—
Reactant3(2H)-Benzofuranone, 5-amino-2,2,6,7-tetramethyl-HCID 23114135—
ReactantTetra-n-butylammonium tribromideHCID 23500184—
SolventTetrahydrofuranHCID 8028—
Product5-amino-4-bromo-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-oneHCID 6675979572.4%

Reaction Conditions

Temperature0 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957069B2
Source datasetuspto-grants-2015_02
ORD IDord-b18b6ddd688442f09fe6a12eec2f3e05
Source noteuspto-grants-2015_02