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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2186741Generated: October 30, 2026

Ethyl Acetate → (+)-3-(2-Hydroxyethyl)-2,3-dihydrobenzofuran-7-yloxyacetic acid (-)-cis-2-benzylaminocyclohexanemethanol salt

https://huagongshe.com/reaction/2186741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant(+)-cis-2-BenzylaminocyclohexanemethanolHCID 853687—
Reactant3-(2-Hydroxyethyl)-2,3-dihydrobenzofuran-7-yloxyacetic acidHCID 22448954—
SolventEthanolHCID 702—
Product(+)-3-(2-Hydroxyethyl)-2,3-dihydrobenzofuran-7-yloxyacetic acid (-)-cis-2-benzylaminocyclohexanemethanol saltHCID 8675819014%

Reaction Steps

3-(2-hydroxyethyl)-2,3-dihydrobenzofuran-7-yloxyacetic acid (2.91 g) was dissolved in ethanol (30 ml), and (−)-cis-2-benzylaminocyclohexanemethanol (1.88 g) was added to the resultant solution, followed by reflux and dissolution. Ethyl acetate (15 ml) was then added to the resultant solution, and the mixture was cooled to room temperature to obtain crystals. The thus-obtained crystals were filtered off, and then recrystallized 6 times from ethanol to obtain the object compound of 97%e.e (0.77 g, yield 14%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06407096B1
Source datasetuspto-grants-2002_06
ORD IDord-596c7ce4b701481489afea09d1affffa
Source noteuspto-grants-2002_06