HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(1-naphthylmethylene)-3-(N-methyl-N-methoxycarbonylmethylcarbamoyl)propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Glycine, N-methyl-, methyl ester, hydrochloride (1:1) | HCID 83544 | — |
| Reactant | 3-[(Naphthalen-1-yl)methylidene]oxolane-2,5-dione | HCID 54316428 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(1-naphthylmethylene)-3-(N-methyl-N-methoxycarbonylmethylcarbamoyl)propionic acid | HCID 54505472 | 97.3% |
Reaction Steps
To a solution of 1.40 g of sarcosine methyl ester hydrochloride in 50 ml of dichloromethane were added 1.54 ml of triethylamine and 1.70 g of the 2-(1-naphthylmethylene)succinic anhydride obtained, and the mixture was stirred for 30 minutes at room temperature. The reaction mixture was washed successively, with diluted hydrochloric acid, and a saturated sodium chloride aqueous solution, dried over anhydrous magnesium, and concentrated under reduced pressure. The residue was purified by silica gel flash column chromatography (eluent: chloroform) to obtain 2.37 g of 2-(1-naphthylmethylene)-3-(N-methyl-N-methoxycarbonylmethylcarbamoyl)propionic acid as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04857650 |
| Source dataset | uspto-grants-1989_08 |
| ORD ID | ord-a272edaa631946dbbd8e74c1389f891e |
| Source note | uspto-grants-1989_08 |