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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 502450Generated: November 3, 2026

Potassium Phosphate, Tribasic → HCID 68459588, compound

https://huagongshe.com/reaction/502450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTricyclohexylphosphineHCID 75806—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantHCID 54576351HCID 54576351—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 68459588HCID 6845958896.5%

Reaction Steps

The above prepared 3-methoxy-5-trifluoromethanesulfonyloxy-benzoic acid methyl ester (0.350 g, 1.11 mmol) was dissolved under Ar in 4.5 ml of abs. toluene and 0.49 ml of water and treated successively with cyclopropyl boronic acid (0.191 g, 2 eq.), K3PO4 (1.272 g, 5.4 eq.), tricyclohexylphosphine (0.069 g, 0.22 eq.), and finally Pd(OAc)2 (0.028 g, 0.11 eq.). The reaction flask was closed with a septum and the mixture was allowed to react for 16 h at 100° C. Pouring onto crashed ice/NH4Cl, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents, followed by flash chromatography (silica gel, hexane/AcOEt=9/1), afforded 0.221 g of the title compound as yellow oil, 97% pure according to GC-analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772253B2
Source datasetuspto-grants-2010_08
ORD IDord-dd7fd60ce4eb4572949635ddbf83f9d6
Source noteuspto-grants-2010_08