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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415913Generated: October 28, 2026

Tris(1,1-dimethylethyl)phosphine → HCID 59427360, compound

https://huagongshe.com/reaction/415913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 59598381HCID 59598381—
CatalystMethanolHCID 887—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 59427360HCID 5942736054.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

In a 25 mL sealed tube under N2, were dissolved Pd2(dba)3 (84 mg, 92 μmol), t-Bu3P (1M in PhMe) (92 μl, 92 μmol), (4-bromophenyl)(7-methoxyquinolin-4-yl)methanol (316 mg, 918 μmol) and LiHMDS (1M in THF) (2.75 mL, 2.75 mmol) in 3.5 mL of toluene and the solution was then heated at 80° C. After 3 h, the crude reaction mixture was neutralized by adding 5 drops of MeOH and then directly purified by MPLC (ISCO, dichloromethane:MeOH 100:0 to 90:10) to afford (4-aminophenyl)(7-methoxyquinolin-4-yl)methanol (140 mg, 54% yield). MS (ESI pos. ion) m/z: 281 (MH+). Calc'd exact mass for C17H16N2O2: 280.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088794B2
Source datasetuspto-grants-2012_01
ORD IDord-2b2d19fbef0a424089f5c0234028bf4b
Source noteuspto-grants-2012_01