HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzophenone → [5-(Benzhydrylidene-amino)-1,3-dioxo-1,3-dihydro-isoindol-2-yl]-acetic acid ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzophenone | HCID 3102 | — |
| Edukt | Dabco | HCID 9237 | — |
| Edukt | (5-Amino-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester | HCID 13848438 | — |
| Katalysator | Titanium Tetrachloride | HCID 24193 | — |
| Lösungsmittel | Chlorobenzene | HCID 7964 | — |
| Produkt | [5-(Benzhydrylidene-amino)-1,3-dioxo-1,3-dihydro-isoindol-2-yl]-acetic acid ethyl ester | HCID 86595479 | 52,4% |
Reaktionsschritte
Titanium tetrachloride (1.99 g) was slowly added to a mixture of (5-amino-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester (3.48 g), benzophenone (2.81 g) and DABCO (4.72 g) in chlorobenzene (112 ml). Resulting mixture was heated to reflux for 2.5 h. After cooling, reaction mixture was filtered through a pad of celite and rinsed with ethyl acetate. Filtrate was concentrated and the residue was purified by silica gel chromatography (25%-40% ethyl acetate in hexanes) to give the title compound (3.03 g). MS-(+)-ion: M+1=413.3.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09339527B2 |
| Quelldatensatz | uspto-grants-2016_05 |
| ORD ID | ord-d527b17d46c342eb96a5573d931b557b |
| Quellennotiz | uspto-grants-2016_05 |