HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Oxalate → HCID 66958840, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Oxalate | HCID 7268 | — |
| Reactant | 2-(3-Oxobutyl)isoindoline-1,3-dione | HCID 290728 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66958840 | HCID 66958840 | 54.6% |
Reaction Steps
4-Phthalimido-2-butanone was obtained from the literature procedure, Eriks et al, J. Med. Chem., 1992, 35, 3239-3246. Sodium tert-butoxide (20.75 g, 0.216 mol) was added over a period of 12 minutes to ethanol (160 mL) under a nitrogen atmosphere. When all solids had dissolved, diethyl oxalate (31.55 g, 0.216 mol) and a suspension of 4-phthalimido-2-butanone (46.9 g, 0.216 mol) were sequentially added. The reaction was stirred at ambient temperature for 2.5 hours. A precipitate was present and was isolated by filtration to provide 37.4 g of ethyl 2,4-dioxo-6-phthalimidohexanoate, sodium salt as a light orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07879849B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-4b87854bbbde4c30a150f70dc43d6ac1 |
| Source note | uspto-grants-2011_02 |