HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → Ethyl 2-(cyclopropanecarboxamido)-3-mercaptopropanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Edukt | Ethyl 2-amino-3-mercaptopropanoate hydrochloride | HCID 6432754 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Ethyl 2-(cyclopropanecarboxamido)-3-mercaptopropanoate | HCID 57989028 | — |
Reaktionsschritte
Cyclopropanecarbonyl chloride (3.1 mL) was added to a suspension of triethylamine (4.68 mL) and ethyl 2-amino-3-mercaptopropanoate hydrochloride (5.2 g) in DCM (200 mL) at 0° C. The resulting mixture was allowed to warm to RT and stirred overnight. The reaction was quenched with ethanol and the solvent evaporated. The residue was suspended in ethyl acetate (200 mL) and washed with saturated sodium bicarbonate solution (2×150 mL), aqueous HCl solution (2M, 2×150 mL) and brine (150 mL), then dried over magnesium sulphate, filtered and evaporated. The resulting white solid was purified by silica gel chromatography eluting with 4:1 isohexane:ethyl acetate to give the subtitled compound as a white solid. Yield 5 g.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08629271B2 |
| Quelldatensatz | uspto-grants-2014_01 |
| ORD ID | ord-65c0d4117133428aa46748f1ce0a26f8 |
| Quellennotiz | uspto-grants-2014_01 |