HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetamidomalonic acid diethyl ester → HCID 67246761, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetamidomalonic acid diethyl ester | HCID 14041 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 67246500 | HCID 67246500 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67246761 | HCID 67246761 | 65% |
Reaction Steps
To a stirring solution of 60% NaH (1.194 g, 29.85 mmol) in DMF (5 mL) was added diethyl acetamidomalonate (6.484 g, 29.85 mmol) via cannula at 0° C. The solution was allowed to stir for 3 hours for anion to form. A solution of 3 (3.22 g, 9.95 mmol) in DMF (10 mL) was then added to then transferred to anion solution at 0° C. and left to stir over night at room temp. The reaction mixture was then poured over ice and extracted with EtOAc. The organic layer was washed with brine, dried with NaSO4 and concentrated. The product was then purified with silica gel chromatography eluding with 70% hexanes-30% EtOAc. The reaction provided 4 (2.842 g, 6.184 mmol, 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07964649B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-c28649fa061e44d7a9d042c489596b51 |
| Source note | uspto-grants-2011_06 |