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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465760Generated: October 31, 2026

Dichloromethane → 4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one

https://huagongshe.com/reaction/1465760

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant4-methyl-5-(oxiran-2-yl)isobenzofuran-1(3H)-oneHCID 55270555—
SolventMethanolHCID 887—
Product4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-oneHCID 59568646—

Reaction Steps

Racemic 4-methyl-5-oxiran-2-yl-2-benzofuran-1(3H)-one was resolved on a ChiralPak® AD-H column (5×25 cm) under SFC conditions on a Berger MGIII preparative SFC instrument. The racemate was diluted to 50 mg/ml in 1:1 DCM:MeOH. The separation was accomplished using 10% EtOH/CO2, flow rate 200 ml/min, 100 bar, 25° C. 500 ul Injections were spaced every 2.12 mins. The faster eluting (2R)-epoxide (I-15B) eluted at 5.2 min, and the slower eluting (2S)-epoxide (I-15A) eluted at 5.6 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999991B2
Source datasetuspto-grants-2015_04
ORD IDord-0533b4ad0bdd40d79c18667a96194c5d
Source noteuspto-grants-2015_04