HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Diethyl 2-(3-methylbenzamido)malonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Methylbenzoyl chloride | HCID 74375 | — |
| Reactant | Propanedioic acid, 2-amino-, 1,3-diethyl ester, hydrochloride (1:1) | HCID 3084143 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Diethyl 2-(3-methylbenzamido)malonate | HCID 33240476 | 94.9% |
Reaction Steps
41.1 g of aminomalonic acid diethyl ester hydrochloride were dissolved in 200 ml of dichloromethane, and 80.7 ml of triethylamine were added with cooling in an ice bath. A solution of 30 g of 3-methyl-benzoyl chloride in 200 ml of dichloromethane was slowly added dropwise. After 2 h at 0° C., 100 ml of water were added dropwise. The phases were separated, and the aqueous phase was extracted with 100 ml of dichloromethane. The combined organic phases were dried with sodium sulfate, filtered and evaporated to give 54 g of the crude title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785439B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-3f1c12cb86f948c7b0532b604da33f1f |
| Source note | uspto-grants-2014_07 |