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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 41418Erstellt: 25. Oktober 2026

2-(2,4-Dimethoxy-benzyl)-4-(3-morpholin-4-yl-propoxy)-2,3-dihydro-1H-isoindole → 4-(3-Morpholin-4-yl-propoxy)-2,3-dihydro-1H-isoindole

https://huagongshe.com/reaction/41418

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-(2,4-Dimethoxy-benzyl)-4-(3-morpholin-4-yl-propoxy)-2,3-dihydro-1H-isoindoleHCID 59263105—
LösungsmittelMethanolHCID 887—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTrifluoroacetic acidHCID 6422—
LösungsmittelAnisoleHCID 7519—
Produkt4-(3-Morpholin-4-yl-propoxy)-2,3-dihydro-1H-isoindoleHCID 46915186236,9%

Reaktionsschritte

A solution of 2-(2,4-dimethoxy-benzyl)-4-(3-morpholin-4-yl-propoxy)-2,3-dihydro-1H-isoindole (233 mg, 0.56 mmol) in trifluoroacetic acid (1.0 mL) and anisole (0.5 mL) was heated at 150° C. under microwave irradiation for 10 minutes. The mixture was diluted with diethyl ether and extracted twice with water. The combined aqueous extracts were concentrated to give an oil which was dissolved in methanol and concentrated in vacuo to afford the title compound as a brown oil (348 mg, including residual TFA and/or water). 1H NMR (methanol-d4) 7.40 (1H, t), 7.03 (1H, d), 6.99 (1H, d), 4.63 (2H, s), 4.59 (2H, s), 4.21 (2H, t), 4.14-4.04 (2H, m), 3.85-3.73 (2H, m), 3.61-3.52 (2H, m), 3.41-3.36 (2H, m), 3.25-3.13 (2H, m), 2.32-2.25 (2H, m). MS: [M+H]+ 263.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530469B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-d949ecbfbf91462aa617e443fc057899
Quellennotizuspto-grants-2013_09