HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 3-[(furan-2-ylmethyl)(ethoxycarbonyl)amino]propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Ethyl 3-[(2-furylmethyl)amino]propanoate | HCID 2736426 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 3-[(furan-2-ylmethyl)(ethoxycarbonyl)amino]propanoate | HCID 243303 | 93.4% |
Reaction Steps
Ethyl 3-[(furan-2-ylmethyl)amino]propionate (10.8 g) prepared in the step 2 and 18.3 mL of triethylamine were dissolved in 180 mL of methylene chloride, 7.14 g of ethyl chloroformate was added by slowly dropping thereinto under cooling with ice and the mixture was stirred at room temperature for 5 hours. Water (200 mL) was added to the reaction solution and the mixture was subjected to extraction with methylene chloride. The organic layer was washed with water and a saturated solution of sodium chloride successively and dried over anhydrous magnesium sulfate and the solvent was evaporated in vacuo therefrom. The residue was purified by silica gel column chromatography to give 13.77 g of the objective compound as yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08217031B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-630b018dd7f74135a6e4f2b3ac4b8c1a |
| Source note | uspto-grants-2012_07 |