Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 908844Erstellt: 25. Oktober 2026

(5-Nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester → (5-Amino-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester

https://huagongshe.com/reaction/908844

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(5-Nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl esterHCID 784823—
KatalysatorPalladiumHCID 23938—
LösungsmittelAcetic AcidHCID 176—
Produkt(5-Amino-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl esterHCID 1384843878,5%

Reaktionsschritte

10% Palladium/C (50% wet) solid (2.0 g) was added to a solution mixture of (5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester (10.0 g) in glacial acetic acid (150 ml). Stirred vigorously under H2 (balloon pressure) at room temperature overnight (18 h). Catalyst was filtered off through a pad of celite and rinsed with methylene chloride. Filtrate was concentrated to give the title compound (7.0 g). 1H NMR (200 MHz, CDCl3) δ 7.59 (d, J=8.2 Hz, 1H), 7.02 (d, J=2.0 Hz, 1H), 6.81 (dd, J=8.2, 2.0 Hz, 1H), 4.38 (br S, 2H), 4.36 (s, 2H), 4.20 (q, J=7.0 Hz, 2H), 1.27 (t, J=7.0 Hz, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08017625B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-3e0be1707ca04b32b595a9820385a514
Quellennotizuspto-grants-2011_09