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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170453Generated: November 2, 2026

Nitrogen → HCID 58261495, compound

https://huagongshe.com/reaction/2170453

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
Reactant1-Naphthaleneboronic acidHCID 254532—
ReactantPotassium phosphate, tribasic, monohydrateHCID 22031701—
ReactantHCID 67151796HCID 67151796—
CatalystTri-o-tolylphosphineHCID 80271—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58261495HCID 5826149565%

Reaction Steps

51 g (298 mmol) of 1-naphthylboronic acid, 100 g (298 mmol) of diethyl chlorobromoterephthalate and 144 g (626 mmol) of potassium phosphate monohydrate are initially introduced in a mixture of 600 ml of dist. water, 400 ml of toluene and 200 ml of dioxane and saturated with N2 for 30 min. 5.4 g (18 mmol) of tri(o-tolyl)phosphine and 669 mg (3 mmol) of palladium(II) acetate are subsequently added, and the mixture is heated at the boil for 3 h. After dilution with toluene, the organic phase is separated off, washed twice with water, dried over Na2SO4 and evaporated in vacuo. The oil which remains is distilled in a thin-film evaporator (p=5×10−3 mbar, T=130° C.) and isolated in the form of a yellow oil (74 g, 65%), which, according to 1H-NMR, has a purity of >95%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051233B2
Source datasetuspto-grants-2015_06
ORD IDord-11d263f48e514ee78b7d74e0cf9cc21c
Source noteuspto-grants-2015_06