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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085208Generated: October 25, 2026

Ethyl Acetate → (S)-4-(2-hydroxy-3-(4-(naphthalen-2-yl)piperidino)propyloxy)-3-methylbenzo(b)furan-2-yl methyl ketone maleate

https://huagongshe.com/reaction/2085208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantMaleic AcidHCID 444266—
ReactantEthanone, 1-(3-methyl-2-benzofuranyl)-HCID 2507689—
Reactant4-(Naphthalen-2-yl)piperidineHCID 22029264—
Product(S)-4-(2-hydroxy-3-(4-(naphthalen-2-yl)piperidino)propyloxy)-3-methylbenzo(b)furan-2-yl methyl ketone maleateHCID 69497936—

Reaction Steps

By the reactions in the same manner as in Example 3 using (S)-4-glycidyloxy-3-methylbenzo(b)furan-2-yl methyl ketone (0.60 g) obtained in Starting Material Synthesis Example 72 and 4-(naphthalen-2-yl)piperidine (0.51 g), (S)-4-(2-hydroxy-3-(4-naphthalen-2-yl)piperidino)propyloxy)-3-methylbenzo(b)furan-2-yl methyl ketone (1.1 g) was obtained as a brown oil. This was dissolved in ethyl acetate and maleic acid (0.25 g) was added. The precipitated crystals were recrystallized from a mixed solvent of isopropanol-ethyl acetate to give the title compound (0.82 g) as pale-yellow crystals, melting point 163-164° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720320B2
Source datasetuspto-grants-2004_04
ORD IDord-f0ceb34763a14ef2beabd2fad54bf89b
Source noteuspto-grants-2004_04