Alternatived Products of [ 16520-62-0 ]
Product Details of [ 16520-62-0 ]
CAS No. : | 16520-62-0 |
MDL No. : | MFCD00041667 |
Formula : |
C10H10
|
Boiling Point : |
No data available |
Linear Structure Formula : | CHCCH2CH2C6H5 |
InChI Key : | QDEOKXOYHYUKMS-UHFFFAOYSA-N |
M.W : |
130.19
|
Pubchem ID : | 123360 |
Synonyms : |
|
Application In Synthesis of [ 16520-62-0 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 16520-62-0 ]
- 1
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[ 16520-62-0 ]
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[ 170384-29-9 ]
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[ 1191988-15-4 ]
- 2
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[ 1445-39-2 ]
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[ 16520-62-0 ]
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[ 1361537-64-5 ]
- 3
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[ 16520-62-0 ]
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[ 1798-06-7 ]
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2-(4-(4-phenylbut-1-ynyl)phenyl)acetic acid
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
26.5% |
With tetra(n-butyl)ammonium hydrogensulfate; palladium diacetate; triethylamine; triphenylphosphine; In acetonitrile; at 20℃; |
Iodo-acid 2 (10 g, 38.2 mmol), but-3-ynylbenzene 4 (5.37 mL, 38.2 mmol), triphenylphosphine (2.002 g, 7.63 mmol), palladium(II)acetate (0.857 g, 3.82 mmol), Et3N (13.30 mL, 95 mmol) and tetrabutylammonium hydrogen sulphate (1.296 g, 3.82 mmol) were dissolved in a degassed mixture of acetonitrile (170 mL) and water (17 ml) to give a brown solution. The reaction mixture was stirred at room temperature for 4 h. More but-3-ynylbenzene (0.537 ml, 3.82 mmol) was added and the reaction mixture was stirred overnight and concentrated to dryness. IN solution of NaOH was then added (pH=T 3) and the alkaline solution was shaken with MTBE to form a tri-layer system. The upper layer was discarded and the remaining two layers were combined, treated with 2N HCl solution (pH 2) and extracted with EtOAc. The organic extract was washed with brine, dried over anhydrous Na2S04, filtered and concentrated to dryness. The residue was purified using dry column vacuum chromatography, eluent 20% EtAOc in hexanes then 30% EtOAc in hexanes to afford the title compound 14 (2.67 g, 26.5% yield), MS calcd: 264.3; found: 287.3 (M+Na)+ |