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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418473Generated: October 30, 2026

Toluene → HCID 59515813, compound

https://huagongshe.com/reaction/418473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTricyclohexylphosphineHCID 75806—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantHCID 59515876HCID 59515876—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
ProductHCID 59515813HCID 59515813—

Reaction Steps

A microwave vial was charged with 6-bromo-5-nitro-1H-isochromen-1-one (500.00 mg, 0.0018516 mol), cyclopropylboronic acid (206.8 mg, 0.002407 mol), palladium acetate (21 mg, 0.000092 mol), tricyclohexylphosphine (52 mg, 0.00018 mol), potassium phosphate (1376 mg, 0.006481 mol), toluene (10 mL, 0.09 mol) and water. The mixture was heated using microwave irradiation at 100° C. for 30 minutes. The rection mixture was then diluted with water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried and evaporated. The resultant residue was purified by flash chromatography to afford the product. The product was used as such for the syntheses of 6-cyclopropyl compounds of this invention without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093265B2
Source datasetuspto-grants-2012_01
ORD IDord-1d558a2899e64671a93f3413b0c4a695
Source noteuspto-grants-2012_01