HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1803581Erstellt: 27. Oktober 2026
Potassium Carbonate → [3-(2-Morpholin-4-yl-ethylamino)-benzyl]-carbamic acid isopropyl ester
https://huagongshe.com/reaction/1803581
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | L-Proline | HCID 145742 | — |
| Edukt | 2-Morpholinoethylamine | HCID 408285 | — |
| Edukt | tert-Butyl 3-iodobenzylcarbamate | HCID 11645663 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | [3-(2-Morpholin-4-yl-ethylamino)-benzyl]-carbamic acid isopropyl ester | HCID 67415913 | 76,3% |
Reaktionsschritte
A mixture of (3-iodo-benzyl)-carbamic acid tert-butyl ester (272 mg, 0.816 mmol), 4-(2-aminoethyl)morpholine (0.16 mL, 1.225 mmol), K2CO3 (232 mg, 1.679 mmol), CuI (19 mg, 0.10 mmol), L-proline (19 mg, 0.163 mmol) and DMSO (5 mL) was heated at 85° C. for 1 h. The reaction was cooled, poured onto water and the aqueous layer extracted with EtOAc (×3). The organic layers were combined and washed with water, brine and dried (Na2SO4). Chromatography (MeOH/EtOAc) afforded [3-(2-morpholin-4-yl-ethylamino)-benzyl]-carbamic acid isopropyl ester (200 mg) as an orange viscous oil. m/z (M+1) 336.16.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08349836B2 |
|---|
| Quelldatensatz | uspto-grants-2013_01 |
|---|
| ORD ID | ord-741b84d02e564713a9e45fa55bee542a |
|---|
| Quellennotiz | uspto-grants-2013_01 |
|---|