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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7447Generated: October 23, 2026

Water → 1-(3-(2-(1-Benzothiophene-5-yl)ethoxy)propyl)-3-pyrrolidinol

https://huagongshe.com/en/reaction/7447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-HydroxypyrrolidineHCID 98210—
Reactant5-[2-(3-Chloropropyloxy)ethyl]benzo[b]thiopheneHCID 21990069—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1-(3-(2-(1-Benzothiophene-5-yl)ethoxy)propyl)-3-pyrrolidinolHCID 2199003754.2%

Reaction Conditions

Temperature85 °C

Reaction Steps

In 12 mL of N,N-dimethylformamide was dissolved 1.20 g of 5-[2-(3-chloropropoxy)ethyl]-1-benzothiophene, and 0.82 g of 3-pyrrolidinol and 1.30 g of potassium carbonate were added to the solution, after which the resulting mixture was stirred at 85° C. for 2.5 hours. After the reaction mixture was cooled, water and ethyl acetate were added thereto and the organic layer was separated. The organic layer was washed with water and then a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then distilled under reduced pressure to remove the solvent. The residue was purified by a column chromatography (eluent; chloroform:methanol=20:1 to 10:1) to obtain 0.78 g of 1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-pyrrolidinol as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087594B2
Source datasetuspto-grants-2006_08
ORD IDord-c31ca254e6764d80bef08c91e727430e
Source noteuspto-grants-2006_08