HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetamidomalonic acid diethyl ester → HCID 14561225, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetamidomalonic acid diethyl ester | HCID 14041 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | tert-Butyl (4-chlorobut-2-yn-1-yl)carbamate | HCID 14561224 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 14561225 | HCID 14561225 | 49.4% |
Reaction Steps
Ex-8d) 12.1 g 1-t-Butyloxycarbonylamino-4-chloro-2-butyne is refluxed for 16 h with a mixture of 8 g diethyl acetamidomalonate and sodiumethoxide prepared from 900 mg of sodium in 100 mL of absolute ethanol. Ethanol is then removed under vacuum and the residual mass is partitioned between water and ethylacetate/ether (1:1). The organic layer is treated with 0.5N NaOH and 0.5N HCl and washed with water. It is then dried over Na2SO4, filtered and concentrated. The product is crystallized from ethylacetate/petroleum ether to give ˜7 g of Ethyl-2-acetylamino-6-t-butyloxycarbonylamino-2-ethoxycarbonyl-4-hexynoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06344483B1 |
| Source dataset | uspto-grants-2002_02 |
| ORD ID | ord-cb0e4b75da964350aa8ee2be15f10f1a |
| Source note | uspto-grants-2002_02 |