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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2377169Generated: November 1, 2026

Water → HCID 21990153, compound

https://huagongshe.com/reaction/2377169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(3-(2-(1-Benzothiophen-5-yl)ethoxy)propionyl)azetidin-3-olHCID 21990049—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 21990153HCID 21990153—

Reaction Conditions

Temperature5 °C

Reaction Steps

In 8.5 mL of methylene chloride was dissolved 1.52 g of 3-[2-(1-benzothiophen-5-yl)ethoxy]-1-(3-hydroxy-1-azetidinyl)-1-propanone, and 2.6 mL of N,N-diisopropylethyl-amine was added to the solution. After the resulting mixture was cooled to 5° C., 1.0 mL of chloromethyl methyl ether was added thereto, followed by stirring at room temperature for 17 hours. Water and ethyl acetate were added to the reaction mixture and the organic layer was separated. The organic layer was washed with 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; toluene:ethyl acetate=3:1 to 1:1) to obtain 1.40 g of 3-[2-(1-benzothiophen-5-yl)ethoxy]-1-[3-(methoxymethoxy)-1-azetidinyl]-1-propanone as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07468443B2
Source datasetuspto-grants-2008_12
ORD IDord-0cfeeb7fea644d12aee4b23805c2a6ef
Source noteuspto-grants-2008_12