HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroglyoxylate → HCID 58503982, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroglyoxylate | HCID 79846 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 58504041 | HCID 58504041 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58503982 | HCID 58503982 | 88.3% |
Reaction Steps
To a solution of the compound prepared in Example 303 (350 mg) in dichloromethane (3.0 mL) at 0° C. was added diisopropylethylamine (0.746 mL) followed by methyl 2-chloro-2-oxoacetate (262 mg). The reaction was allowed to warm to room temperature and then stirred for 2 hours. The solution was diluted with ethyl acetate, washed with saturated aqueous ammonium chloride, saturated aqueous sodium bicarbonate and brine. The organics were dried over magnesium sulfate, and concentrated under reduced pressure to afford the crude material, which was purified by flash column chromatography (eluant: 10% ethyl acetate/hexane) to furnish the title compound (374 mg) with the following physical properties.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809538B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-ff70ac160d284c3daf7c63bd2fe44596 |
| Source note | uspto-grants-2014_08 |