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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2106036Generated: October 31, 2026

Bromine → 4-(5-Bromo-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl ester

https://huagongshe.com/reaction/2106036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
Reactant4-(2,3-Dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl esterHCID 46939119—
SolventAcetic AcidHCID 176—
SolventSodium BicarbonateHCID 516892—
Product4-(5-Bromo-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl esterHCID 5895995395%

Reaction Steps

To a solution of 10 g (29 mmol) of 4-(2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl ester in 20 mL of acetic acid (HOAc) was added dropwise a solution of 1.55 mL (30 mmol) of bromine in 10 nL of HOAc. The reaction was monitored by proton NMR. An additional 0.5 mL of Br2 was added. The mixture was diluted with saturated aqueous sodium bicarbonate and extracted with diethyl ether. The organic layer was dried over magnesium sulfate and concentrated in vacuo to afford 11.7 g (95%) of 4-(5-bromo-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07579469B2
Source datasetuspto-grants-2009_08
ORD IDord-9a3c088142434a30bdd0d3302ef5eb5b
Source noteuspto-grants-2009_08