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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454708Generated: October 31, 2026

1,2-Dimethoxyethane → HCID 66991010, compound

https://huagongshe.com/reaction/454708

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant2-Thiopheneboronic acidHCID 2733960—
ReactantHCID 66990199HCID 66990199—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 66991010HCID 6699101094.5%

Reaction Steps

Ethylene glycol dimethyl ether (2.0 mL), water (0.60 mL), thiophene-2-boronic acid (0.054 g), sodium carbonate (0.093 g), and bis(triphenylphosphine)palladium(II) dichloride (4.9 mg) were added to tert-butyl 2-(2-(benzyloxy)-5-(morpholin-4-yl)benzamido)-4-bromobenzoate (0.20 g), followed by heating to reflux under a nitrogen atmosphere for 2 hours. The reaction mixture was cooled to room temperature, and water and ethyl acetate were added thereto. The organic layer was separated and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 85-70% hexane/ethyl acetate] to obtain 0.19 g of tert-butyl 2-(2-(benzyloxy)-5-(morpholin-4-yl)benzamido)-4-(thiophen-2-yl)benzoate as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492582B2
Source datasetuspto-grants-2013_07
ORD IDord-d9aa9be5d0ee4a409ef1b2dd6ad3a081
Source noteuspto-grants-2013_07