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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 324577Generated: October 30, 2026

Tri-o-tolylphosphine → HCID 69663864, compound

https://huagongshe.com/reaction/324577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTri-o-tolylphosphineHCID 80271—
Reactant1-Bromo-4-phenylmethoxybenzeneHCID 138835—
ReactantHCID 22257788HCID 22257788—
Catalystpalladium(II) acetateHCID 167845—
SolventTriethylamineHCID 8471—
ProductHCID 69663864HCID 6966386460.1%

Reaction Steps

A solution of 3,3-dimethyl-1-(2-pent-4-enoylpyrrolidinyl)pentane-1,2-dione (1.73 g; 6.20 mmol), 4-benzyloxybromobenzene (1.80 g; 6.83 mmol), palladium (II) acetate (70 mg; 0.31 mmol), and tri(orthotolyl)phosphine (380 mg; 1.24 mmol) in triethylamine (23 ml) was refluxed overnight. The mixture was concentrated in vacuo and purified on a silica gel column, eluting with a gradient from 10% ethyl acetate/hexane to 20% ethyl acetate/hexane, to obtain 1.72 g (60%) of 3,3-dimethyl-1-(2-{5-[4-(phenylmethoxy)phenyl]pent-4-enoyl}pyrrolidinyl)pentane-1,2-dione as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06218424B1
Source datasetuspto-grants-2001_04
ORD IDord-4ce72148170c471da0fadc0f68790a20
Source noteuspto-grants-2001_04