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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670071Generated: October 31, 2026

Potassium Carbonate → 4-[3-[6-(3-Benzylcarbamoyl-5-iodo-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric Acid Ethyl Ester

https://huagongshe.com/reaction/1670071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-[3-(6-Bromo-hexyl)-2-(ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl esterHCID 57586491—
ReactantN-Benzyl-3-hydroxy-5-iodo-benzamideHCID 57905909—
SolventAcetoneHCID 180—
SolventDimethylformamideHCID 6228—
Product4-[3-[6-(3-Benzylcarbamoyl-5-iodo-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric Acid Ethyl EsterHCID 67337857100.8%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of N-benzyl-3-hydroxy-5-iodo-benzamide (4.1 g) in a mixture of acetone and DMF (2:1, 100 mL) were added potassium carbonate (16.0 g) and 4-[3-(6-bromo-hexyl)-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (6.0 g). The resulting mixture was stirred at 75° C. for 2 days. Then the insoluble material was filtered out and the filtrate was diluted with ethyl acetate and washed with water and brine. The organic extract was dried over anhydrous sodium sulfate, concentrated and purified on a silica gel column using ethyl acetate and hexanes to yield 8.7 g of yellow oil (100% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989454B2
Source datasetuspto-grants-2011_08
ORD IDord-e6446ac18dbb4d38b0bd7610bc4d2b65
Source noteuspto-grants-2011_08