HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57743085, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acrylic acid, 2-(hydroxymethyl)-, ethyl ester | HCID 24827 | — |
| Reactant | HCID 53629152 | HCID 53629152 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57743085 | HCID 57743085 | 37.8% |
Reaction Steps
In a three neck flask, fitted with a reflux condenser, under argon, a solution of ethyl 3-(aminomethyl)hexanoate (11.8 g, 0.042 mol) in EtOH (50 ml) is added via a pump-syringe (5 ml/h) onto a solution of ethyl 2-(hydroxymethyl)acrylate x278 (5 g, 0.038 mol) and Et3N (8.03 ml) in THF (100 ml) at room temperature. After 6 h, the reaction mixture is filtered on celite, washed with saturated NaHCO3 and the aqueous layer is extracted with CH2Cl2 (2×150 ml), dried with MgSO4, filtered and concentrated in vacuo. The crude reaction mixture is purified by chromatography on silicagel (CH2Cl2/MTBE/MeOH 50/49/1), to afford 3.7 g of ethyl 3-hydroxy-2-[(2-oxo-4-propylpyrrolidin-1-yl)methyl]propanoate c279.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518943B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-e56c1b98ab1c4948be3a699cf1200411 |
| Source note | uspto-grants-2013_08 |