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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967708Generated: October 28, 2026

T0400-2412 → HCID 68946361, compound

https://huagongshe.com/reaction/1967708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantT0400-2412HCID 11102709—
Reactant3-(3-(1,3-Dioxoisoindolin-2-yl)propyl)benzaldehydeHCID 57766465—
ProductHCID 68942767HCID 6894276710%
ProductHCID 68946361HCID 6894636113%

Reaction Steps

Phthalimide 29 was coupled with (4-chlorobenzyl)triphenylphosphonium bromide according to the method used in Example 76. Purification by flash chromatography (7% EtOAc-hexanes) gave (E)-2-(3-(3-(4-chlorostyryl)phenyl)propyl)isoindoline-1,3-dione (0.120 g, 10%) and (Z)-2-(3-(3-(4-chlorostyryl)phenyl)propyl)isoindoline-1,3-dione (0.150 g, 13%) as yellow solids. Cis-isomer: 1H NMR (400 MHz, CDCl3) δ 7.79-7.86 (m, 2H), 7.68-7.73 (m, 3H), 7.12-7.17 (m, 5H), 7.00-7.05 (m, 3H), 6.58 (d, J=12.0 Hz, 1H), 6.50 (d, J=12.0 Hz, 1H), 3.68 (t, J=7.2 Hz, 2H), 2.60 (t, J=7.6 Hz, 2H), 1.90-1.97 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420863B2
Source datasetuspto-grants-2013_04
ORD IDord-3c8944d920694866b5795fb16ea2c0d1
Source noteuspto-grants-2013_04