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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 908845Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/908845

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
PatentnummerUS08017625B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-66f4bb511376460395cd5431b9b38558
Quellennotizuspto-grants-2011_09