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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | HCID 59598381 | HCID 59598381 | — |
| Catalyst | Methanol | HCID 887 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59427360 | HCID 59427360 | 54.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08088794B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-2b2d19fbef0a424089f5c0234028bf4b |
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| Source note | uspto-grants-2012_01 |
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