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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855671Generated: October 31, 2026

Citric Acid → HCID 66992743, compound

https://huagongshe.com/reaction/1855671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1-(triphenylmethyl)-1H-imidazole-4-carbaldehydeHCID 618233—
Reactant4-Phthalimidobutyl triphenylphosphonium bromideHCID 19914622—
ProductHCID 66992743HCID 6699274351%

Reaction Steps

0.663 ml (4.43 mmol) of DBU and 1.0 g (2.96 mmol) of 1-trityl-1H-imidazole-4-carbaldehyde are added to 2.41 g (4.43 mmol) of [4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)butyl]triphenylphosphonium bromide. The reaction medium is refluxed for 18 hours. The reaction is stopped by adding aqueous 5% citric acid solution and the organic compounds are extracted with CH2Cl2. The organic phase is dried over MgSO4, filtered and concentrated. The residue obtained is chromatographed on silica gel (eluent: heptane/EtOAc (6/4)). 785 mg of 2-[5-(1-trityl-1H-imidazol-4-yl)pent-4-enyl]isoindole-1,3-dione are obtained in a yield of 51%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962846B2
Source datasetuspto-grants-2015_02
ORD IDord-41d02f3efbb04ea9b882a74e10d31bf3
Source noteuspto-grants-2015_02