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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2101749Generated: October 29, 2026

Water → HCID 57672475, compound

https://huagongshe.com/reaction/2101749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
ReactantMethyl 3-bromo-4-(tert-butyl)benzoateHCID 11959028—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 57672475HCID 5767247539%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of methyl 3-bromo-4-tert-butylbenzoate (120 mg, 443 μmol), compound C.3 (226 mg, 664 μmol), potassium phosphate (282 mg, 1328 μmol), 2-(dicyclohexylphosphino)-2′,6′-dimethoxy-1,1′-biphenyl (36 mg, 89 μmol) (Aldrich, CAS# 657408-07-6), and tris(dibenzylideneacetone)dipalladium(0) (20 mg, 22 μmol) in toluene (1.0 mL) was stirred overnight at 110° C. The mixture was cooled to room temperature, filtered through a pad of celite with EtOAc rinsings, and concentrated. The crude product was purified by silica gel flash chromatography (0-10% EtOAc/hexane) to afford compound C.4 (63 mg, 39% yield) as a colorless oil. MS ESI (pos.) m/e: 388 (M+H2O), 393 (M+Na).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572934B2
Source datasetuspto-grants-2009_08
ORD IDord-709066a29d5249e5935fccfd4e5765d9
Source noteuspto-grants-2009_08