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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13260Generated: October 26, 2026

1,2-Dimethoxyethane → t-Butyl 2-(5-ethoxycarbonyl-2-methoxymethoxy-phenyl)-pyrrole-1-carboxylate

https://huagongshe.com/reaction/13260

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant1-(tert-Butoxycarbonyl)-2-pyrroleboronic AcidHCID 2734321—
ReactantEthyl 3-bromo-4-methoxymethoxybenzoateHCID 23145548—
SolventWaterHCID 962—
Productt-Butyl 2-(5-ethoxycarbonyl-2-methoxymethoxy-phenyl)-pyrrole-1-carboxylateHCID 23145511—

Reaction Steps

21 g of 1-(t-butoxycarbonyl)pyrrole-2-boronic acid, 4.2 g of tetrakistriphenylphosphine palladium and 153 ml of aqueous sodium carbonate solution (2 M) were added in order to a dimethoxyethane (350 ml) solution of 21 g of ethyl 3-bromo-4-methoxymethoxybenzoate, and the reaction liquid was heated overnight under reflux in a nitrogen atmosphere. After cooled, the reaction liquid was diluted with water, extracted with chloroform, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=12/1 to 10/1) to obtain the entitled compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728025B2
Source datasetuspto-grants-2010_06
ORD IDord-d30478f937364bbaa89c361b79ded6f3
Source noteuspto-grants-2010_06