HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 4-methyl-5-(oxiran-2-yl)isobenzofuran-1(3H)-one | HCID 55270555 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one | HCID 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-26B) eluted at 5.2 min, and the slower eluting (2S)-epoxide (I-26A) eluted at 5.6 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999990B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-474bdd5587114884b940e58f8fedaecf |
| Source note | uspto-grants-2015_04 |