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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1014635Generated: October 29, 2026

4-Chlorobenzyl alcohol → Phthalimide

https://huagongshe.com/reaction/1014635

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorobenzyl alcoholHCID 13397—
Reactant2-[3-(3-Hydroxyphenyl)propyl]isoindole-1,3-dioneHCID 58027542—
ProductPhthalimideHCID 6809—

Reaction Steps

Mitsunobu coupling of phenol 58 with 4-chlorobenzylalcohol followed by flash chromatography (5 to 30% EtOAc-hexanes gradient) gave 2434344-chlorobenzyloxy)phenyl)propyl)isoindoline-1,3-dione as a colorless oil. Yield (2.82 g, 71%). 1H NMR (400 MHz, CDCl3) δ 7.79-7.82 (m, 2H), 7.67-7.69 (m, 2H), 7.31-7.38 (m, 4H), 7.15 (t, J=8.0 Hz, 1H), 6.79-6.81 (m, 2H), 6.70-6.73 (m, 1H), 4.99 (s, 2H), 3.72 (t, J=7.2 Hz, 2H), 2.65 (t, J=8.0 Hz, 2H), 2.02 (dddd, J=7.2 Hz, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07982071B2
Source datasetuspto-grants-2011_07
ORD IDord-c18877c119c342e8ad6839374a105816
Source noteuspto-grants-2011_07