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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 523813Erstellt: 24. Oktober 2026

Benzophenone → [5-(Benzhydrylidene-amino)-1,3-dioxo-1,3-dihydro-isoindol-2-yl]-acetic acid ethyl ester

https://huagongshe.com/de/reaction/523813

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzophenoneHCID 3102—
EduktDabcoHCID 9237—
Edukt(5-Amino-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl esterHCID 13848438—
KatalysatorTitanium TetrachlorideHCID 24193—
LösungsmittelChlorobenzeneHCID 7964—
Produkt[5-(Benzhydrylidene-amino)-1,3-dioxo-1,3-dihydro-isoindol-2-yl]-acetic acid ethyl esterHCID 8659547952,4%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09339527B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-d527b17d46c342eb96a5573d931b557b
Quellennotizuspto-grants-2016_05