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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628607Generated: October 23, 2026

3-(3-(1,3-Dioxoisoindolin-2-yl)propyl)benzaldehyde → 2-(3-(3-(Pent-1-enyl)phenyl)propyl)isoindoline-1,3-dione

https://huagongshe.com/en/reaction/628607

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(3-(1,3-Dioxoisoindolin-2-yl)propyl)benzaldehydeHCID 57766465—
CatalystButyltriphenylphosphonium bromideHCID 159628—
Product2-(3-(3-(Pent-1-enyl)phenyl)propyl)isoindoline-1,3-dioneHCID 68944482—

Reaction Steps

Coupling of aldehyde 29 with butyltriphenylphosphonium bromide following the method used in Example 1 gave 2-(3-(3-(pent-1-enyl)phenyl)propyl)isoindoline-1,3-dione as a yellow oil. Yield (0.198 g, 46%), isomer ratio 5:1: 1H NMR (500 MHz, CDCl3) δ 7.84-7.81 (m, 2H), 7.72-7.68 (m, 2H), 7.22-7.01 (m, 4H), 6.37-6.16 (m, 1H), 5.66-5.61 (m, 1H), 3.76 (t, J=7.2 Hz, 2H), 2.69-2.65 (m, 2H), 2.31-2.15 (m, 2H), 2.04 (quint, J=7.5 Hz, 2H), 1.51-1.40 (m, 2H), 0.97-0.92 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09314467B2
Source datasetuspto-grants-2016_04
ORD IDord-efce7f4281604ac5b8b979240f6dc7d2
Source noteuspto-grants-2016_04