Alternatived Products of [ 653-31-6 ]
Product Details of [ 653-31-6 ]
| CAS No. : | 653-31-6 |
MDL No. : | MFCD00042331 |
| Formula : |
C8H5F5O
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : | 212.12 |
Pubchem ID : | - |
| Synonyms : |
|
Application In Synthesis of [ 653-31-6 ]
* 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 [ 653-31-6 ]
- 1
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[ 653-34-9 ]
-
[ 653-31-6 ]
-
[ 830-50-2 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Stage #1: 2,3,4,5,6-pentafluorostyrene With trimethylsilan; dibromoborane In hexane at 20℃;
Stage #2: With sodium hydroxide; dihydrogen peroxide In hexane |
|
|
Stage #1: 2,3,4,5,6-pentafluorostyrene With borane-THF In tetrahydrofuran at 20℃; for 5h;
Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran |
|
|
Stage #1: 2,3,4,5,6-pentafluorostyrene With thexylborane In tetrahydrofuran for 1h;
Stage #2: With dihydrogen peroxide In tetrahydrofuran alkaline solution; Further stages.; |
|
|
Stage #1: 2,3,4,5,6-pentafluorostyrene With diisoamyl borane In tetrahydrofuran at 0℃; for 0.75h;
Stage #2: With dihydrogen peroxide In tetrahydrofuran alkaline solution; Further stages.; |
|
|
Stage #1: 2,3,4,5,6-pentafluorostyrene In carbon disulfide at 20℃; for 5h;
Stage #2: With sodium hydroxide; dihydrogen peroxide In methanol; carbon disulfide at 0 - 20℃; for 3h; Further stages. Title compound not separated from byproducts.; |
|
Reference：
[1]Brown, Herbert C.; Chen, Guang-Ming; Jennings, Michael P.; Ramachandran, P. Veeraraghavan
[Angewandte Chemie - International Edition, 1999, vol. 38, # 13-14, p. 2052 - 2054]
[2]Brown, Herbert C.; Chen, Guang-Ming; Jennings, Michael P.; Ramachandran, P. Veeraraghavan
[Angewandte Chemie - International Edition, 1999, vol. 38, # 13-14, p. 2052 - 2054]
[3]Ramachandran, P. Veeraraghavan; Jennings, Michael P.
[Chemical Communications, 2002, # 4, p. 386 - 387]
[4]Ramachandran, P. Veeraraghavan; Jennings, Michael P.
[Chemical Communications, 2002, # 4, p. 386 - 387]
[5]Ramachandran, P. Veeraraghavan; Madhi, Sateesh; O'Donnell, Martin J.
[Journal of Fluorine Chemistry, 2006, vol. 127, # 9, p. 1252 - 1255]
- 2
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[ 440-60-8 ]
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[ 653-31-6 ]
- 3
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[ 653-35-0 ]
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[ 653-31-6 ]
- 4
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[ 75-21-8 ]
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[ 344-04-7 ]
-
[ 653-31-6 ]
| Yield | Reaction Conditions | Operation in experiment |
| 75% |
Stage #1: bromopentafluorobenzene With n-butyllithium In diethyl ether; hexane at -78℃; for 1h;
Stage #2: oxirane In diethyl ether; hexane; toluene at 20℃; for 1h; |
2-(Pentafluorophenyl) ethanol (2)
1-Bromo-2,3,4,5,6-pentafluorobenzene (1, 23.0 g, 93 mmol) was dissolved in ether (30 mL) and cooled to -78°C. To this solution,n-BuLi (1.6 mol/L solution in hexanes, 60 mL, 96 mmol)was slowly added. After 1 h, ethylene oxide in toluene solution was added to the reaction mixture, and the flask was removed from the cooling bath and the mixture was stirred at rt for 1 h. After saturated aqueous NH4Cl solution (100 mL) was added,the product was extracted with diethyl ether (2×300 mL). The combined organic layers were dried over magnesium sulfate and evaporated in vacuo. The resultant yellow residue was purified by rapid column chromatography (AcOEt-PE=1 : 10-1 : 5, v/v) to afford colorless oil (15.0 g, yield: 75%). |
Reference：
[1]Yang, Xiaoming; Xu, Wen; Zhao, Weijia; Zhao, Yahong; Yang, Yumin; Ling, Yong
[Chemical and Pharmaceutical Bulletin, 2013, vol. 61, # 11, p. 1192 - 1196]
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