반응 #303433

반응 방정식

diethyl azodicarboxylate

(2,3-dihydro-benzofuran-2-yl)-methanol

phthalimide

triphenylphosphine

→

2-(2,3-dihydro-benzofuran-2-ylmethyl)-isoindole-1,3-dione

수율 116.5%

용매

THF

반응 조건

후처리

1. 1
   농축the mixture is concentrated in vacuo
2. 2
   기타the residue is chromatographed on SiO2 (40% EtOAc in heptane)

실험 절차

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).

출처