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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10558Generated: October 26, 2026

Tris(1,1-dimethylethyl)phosphine → HCID 178418972, compound

https://huagongshe.com/reaction/10558

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
Reactant5-Bromo-4-methylisoquinolineHCID 21979882—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 178419079HCID 178419079—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 178418972HCID 178418972—

Reaction Conditions

Temperature120 °C

Reaction Steps

According to the method of Example 15, Step A, the title compound was synthesized from Intermediate 93. That is, under nitrogen atmosphere, a suspension of Intermediate 93 (1.13 g), tris(dibenzylideneacetone)dipalladium(0) (0.71 g), tri(tert-butyl)phosphine (0.5 ml), trans-N-(tert-butoxycarbonyl)-1,4-cyclohexanediamine (1.04 g) and sodium tert-butoxide (0.73 g) in toluene was stirred with heating at 120° C. for 1 hour. The reaction mixture was cooled to room temperature and added with ethyl acetate (50 ml), and the insoluble matters were removed by filtration through Celite. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) to obtain the title compound (456 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07094789B2
Source datasetuspto-grants-2006_08
ORD IDord-7a0d394d3d824ca4a3524777a3aa12a3
Source noteuspto-grants-2006_08