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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281337Generated: November 1, 2026

9-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-9-aza-6-azoniaspiro[4.5]decane chloride → 4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one

https://huagongshe.com/reaction/2281337

Reaction equation

Participants

RoleNameHCIDCharge
Reactant9-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-9-aza-6-azoniaspiro[4.5]decane chlorideHCID 117642066—
SolventEthanolHCID 702—
Product4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-oneHCID 59568646100%

Reaction Steps

A solution of 4-methyl-5-[(2R)-oxiran-2-yl]-2-benzofuran-1 (3H)-one (INTERMEDIATE 2) (38 mg, 0.20 mmol) in 0.50 mL of ethanol was prepared. Separately, 9-[(2R)-2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-9-aza-6-azoniaspiro[4.5]decane Chloride (INTERMEDIATE 3)(60. mg, 0.20 mmol) was dissolved in 1 mL of ethanol by addition of 200 mg of MP-CO3 resin and heating. The two solutions, along with the resin, were combined and microwaved at 140° C. for fifty-five minutes. The solvent was removed in vacuo and the remaining solids were dissolved in 1 mL DMSO.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139585B2
Source datasetuspto-grants-2015_09
ORD IDord-874d8403a5254000a1bbd116546e505a
Source noteuspto-grants-2015_09