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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 334917Erstellt: 24. 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/de/reaction/334917

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
PatentnummerUS08883790B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-7b94c33727954e1f88fa6ba56e309905
Quellennotizuspto-grants-2014_11