Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628618Generated: October 27, 2026

2,6-Dichlorobenzyltriphenylphosphonium bromide → (E)-2-(3-(3-(2,6-dichlorostyryl)phenyl)propyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/628618

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Dichlorobenzyltriphenylphosphonium bromideHCID 11843551—
Reactant3-(3-(1,3-Dioxoisoindolin-2-yl)propyl)benzaldehydeHCID 57766465—
Product(E)-2-(3-(3-(2,6-dichlorostyryl)phenyl)propyl)isoindoline-1,3-dioneHCID 68940739—

Reaction Steps

2,6-Dichlorobenzyltriphenylphosphonium bromide was coupled with phthalimide 29. Purification by flash chromatography (10 to 50% EtOAc-hexanes gradient) gave (E)-2-(3-(3-(2,6-dichlorostyryl)phenyl)propyl)isoindoline-1,3-dione as a white solid. Yield (0.7041 g, 96%): 1H NMR (400 MHz, DMSO-d6) δ 7.78-7.86 (m, 4H), 7.51 (d, J=8.4 Hz, 2H), 7.44 (s, 1H), 7.37 (d, J=7.6 Hz, 1H), 7.31 (d, J=8.4 Hz, 1H), 7.27 (t, J=7.2 Hz, 1H), 7.18 (d, J=7.6 Hz, 1H), 7.11 (d, J=16.4 Hz, 1H), 7.01 (d, J=16.8 Hz, 1H), 3.62 (t, J=6.8 Hz, 2H), 2.65 (t, J=7.4 Hz, 2H), 1.88-1.98 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09314467B2
Source datasetuspto-grants-2016_04
ORD IDord-7f8f6bacb33e49079c4c86d84c19c39f
Source noteuspto-grants-2016_04