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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 216251Erstellt: 25. Oktober 2026

Phthalimide → 2-(2,3-Dihydro-benzofuran-2-ylmethyl)-isoindole-1,3-dione

https://huagongshe.com/reaction/216251

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhthalimideHCID 6809—
EduktTriphenylphosphineHCID 11776—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukt(2,3-Dihydro-1-benzofuran-2-yl)methanolHCID 2795428—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(2,3-Dihydro-benzofuran-2-ylmethyl)-isoindole-1,3-dioneHCID 69069449116,5%

Reaktionsschritte

To a mixture of (2,3-dihydro-benzofuran-2-yl)-methanol (1.65 g, 11 mmol), phthalimide (3.24 g, 22 mmol), and triphenylphosphine (5.77 g, 22 mmol) in THF (40 mL) is added diethyl azodicarboxylate (3.46 mL, 22 mmol) at −10° C., and the mixture is allowed to warm to room temperature. After 20 h at rt, the mixture is concentrated in vacuo, and the residue is chromatographed on SiO2 (40% EtOAc in heptane) to afford 2-(2,3-dihydro-benzofuran-2-ylmethyl)-isoindole-1,3-dione (3.58 g). LCMS: RT=2.64 minutes; MS: 280 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08193183B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-2e0da6441e384680864f8779dcdc4dcc
Quellennotizuspto-grants-2012_06