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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673474Generated: November 2, 2026

Ethanol → HCID 67343100, compound

https://huagongshe.com/reaction/1673474

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant4-Bromo-2-chlorophenolHCID 19859—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67342196HCID 67342196—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 67343100HCID 67343100—

Reaction Steps

0.15 g of 4-bromo-2-chlorophenol, 0.18 g of sodium hydrogen carbonate, 0.6 mL of ethanol, 0.3 mL of water and 42 mg of tetrakis(triphenylphosphine) palladium(0) were added to 2.1 mL of toluene solution containing 0.37 g of tert-butyl 2-(benzamido)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate at room temperature, and the resulting mixture was heated to reflux for 4 hours. Toluene and a saturated sodium hydrogen carbonate aqueous solution were added after the reaction mixture was cooled to room temperature. The organic layer was separated and ethyl acetate was added after washed with a saturated sodium chloride aqueous solution and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. Hexane was added to the obtained residue and a solid substance was separated by filtration to obtain tert-butyl 2-(benzamido)-4-(3-chloro-4-hydroxyphenyl)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07999132B2
Source datasetuspto-grants-2011_08
ORD IDord-e4cc7abcc9354b6b867ad613b2a57ccb
Source noteuspto-grants-2011_08