Alternatived Products of [ 1027514-14-2 ]
Product Details of [ 1027514-14-2 ]
CAS No. : | 1027514-14-2 |
MDL No. : | MFCD11007715 |
Formula : |
C12H14F2O2
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
228.24
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 1027514-14-2 ]
Application In Synthesis of [ 1027514-14-2 ]
* 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 [ 1027514-14-2 ]
- 1
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[ 35779-04-5 ]
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[ 1027514-14-2 ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1: copper / dimethyl sulfoxide / 12 h / 60 °C / Inert atmosphere
2: potassium carbonate / methanol; water / 2 h / 20 °C / Inert atmosphere |
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Multi-step reaction with 2 steps
1: copper / dimethyl sulfoxide / 12 h / 60 °C / Inert atmosphere
2: potassium carbonate; water / methanol / 12 h / 20 °C |
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Multi-step reaction with 2 steps
1.1: copper / dimethyl sulfoxide / 12 h / 60 °C
2.1: potassium carbonate / water; methanol / 2 h / 20 °C
2.2: pH 1 |
|
Reference:
[1]Mizuta, Satoshi; Stenhagen, Ida S.R.; O'Duill, Miriam; Wolstenhulme, Jamie; Kirjavainen, Anna K.; Forsback, Sarita J.; Tredwell, Matthew; Sandford, Graham; Moore, Peter R.; Huiban, Mickael; Luthra, Sajinder K.; Passchier, Jan; Solin, Olof; Gouverneur, Véronique
[Organic Letters, 2013, vol. 15, # 11, p. 2648 - 2651]
[2]Verhoog, Stefan; Pfeifer, Lukas; Khotavivattana, Tanatorn; Calderwood, Samuel; Collier, Thomas Lee; Wheelhouse, Katherine; Tredwell, Matthew; Gouverneur, Véronique
[Synlett, 2016, vol. 27, # 1, p. 25 - 28]
[3]Chen, Zhiwei; Bai, Xiang; Sun, Jie; Xu, Yicheng
[Journal of Organic Chemistry, 2020, vol. 85, # 12, p. 7674 - 7682]
- 2
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[ 1027514-13-1 ]
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[ 1027514-14-2 ]
Yield | Reaction Conditions | Operation in experiment |
66% |
With potassium carbonate In methanol; water at 20℃; for 2h; Inert atmosphere; |
|
57% |
With water; potassium carbonate In methanol at 20℃; for 12h; |
General Procedure B (Hydrolysis of ethyl α,α-difluoroarylacetates)
General procedure: To a solution of an appropriate ethyl α,α-difluoroaryl acetate (1.0 eq.) in MeOH (0.33 M) was added 1 M aq. K2CO3 (3.0 eq.). The reaction mixture was stirred at room temperature for 12 h before diluting with Et2O. The reaction mixture was extracted with aq. NaHCO3 (sat., 3x). The combined aqueous layers were acidified to pH 1 and extracted with Et2O (3x), then the combined organic phases were washed with brine, dried over MgSO4 and concentrated in vacuo. Products were purified by washing with n-pentane. |
Reference:
[1]Mizuta, Satoshi; Stenhagen, Ida S.R.; O'Duill, Miriam; Wolstenhulme, Jamie; Kirjavainen, Anna K.; Forsback, Sarita J.; Tredwell, Matthew; Sandford, Graham; Moore, Peter R.; Huiban, Mickael; Luthra, Sajinder K.; Passchier, Jan; Solin, Olof; Gouverneur, Véronique
[Organic Letters, 2013, vol. 15, # 11, p. 2648 - 2651]
[2]Verhoog, Stefan; Pfeifer, Lukas; Khotavivattana, Tanatorn; Calderwood, Samuel; Collier, Thomas Lee; Wheelhouse, Katherine; Tredwell, Matthew; Gouverneur, Véronique
[Synlett, 2016, vol. 27, # 1, p. 25 - 28]
- 3
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[ 1027514-14-2 ]
-
[ 160001-85-4 ]
Yield | Reaction Conditions | Operation in experiment |
77% |
With silver nitrate; Selectfluor In water; acetone at 55℃; for 1h; Inert atmosphere; Schlenk technique; |
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Multi-step reaction with 3 steps
1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 3 h / 0 - 20 °C
2: Bromotrichloromethane; dmap; 2-mercaptopyridine-1-oxide sodium salt / 12 h / Irradiation
3: silver tetrafluoroborate / dichloromethane / 1 h / 20 °C |
|
Reference:
[1]Mizuta, Satoshi; Stenhagen, Ida S.R.; O'Duill, Miriam; Wolstenhulme, Jamie; Kirjavainen, Anna K.; Forsback, Sarita J.; Tredwell, Matthew; Sandford, Graham; Moore, Peter R.; Huiban, Mickael; Luthra, Sajinder K.; Passchier, Jan; Solin, Olof; Gouverneur, Véronique
[Organic Letters, 2013, vol. 15, # 11, p. 2648 - 2651]
[2]Verhoog, Stefan; Pfeifer, Lukas; Khotavivattana, Tanatorn; Calderwood, Samuel; Collier, Thomas Lee; Wheelhouse, Katherine; Tredwell, Matthew; Gouverneur, Véronique
[Synlett, 2016, vol. 27, # 1, p. 25 - 28]
- 4
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[ 1027514-14-2 ]
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[ 1609958-18-0 ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 3 steps
1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 3 h / 0 - 20 °C
2: Bromotrichloromethane; dmap; 2-mercaptopyridine-1-oxide sodium salt / 12 h / Irradiation
3: 4,7,13,16,21,24-hexaoxa-1,10-diazabicyclo[8.8.8]hexacosan/[18F]fluoride; silver trifluoromethanesulfonate / dichloromethane / 0.33 h / 20 °C / Inert atmosphere; Sealed tube |
|
Reference:
[1]Verhoog, Stefan; Pfeifer, Lukas; Khotavivattana, Tanatorn; Calderwood, Samuel; Collier, Thomas Lee; Wheelhouse, Katherine; Tredwell, Matthew; Gouverneur, Véronique
[Synlett, 2016, vol. 27, # 1, p. 25 - 28]
- 5
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[ 1027514-14-2 ]
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[ 114467-76-4 ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 3 h / 0 - 20 °C
2: Bromotrichloromethane; dmap; 2-mercaptopyridine-1-oxide sodium salt / 12 h / Irradiation |
|
Reference:
[1]Verhoog, Stefan; Pfeifer, Lukas; Khotavivattana, Tanatorn; Calderwood, Samuel; Collier, Thomas Lee; Wheelhouse, Katherine; Tredwell, Matthew; Gouverneur, Véronique
[Synlett, 2016, vol. 27, # 1, p. 25 - 28]
- 6
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[ 1027514-14-2 ]
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C12H13ClF2O
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
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With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 3h; |
General Procedure C (Bromodecarboxylation of ethyl α,α-difluoroarylacetic acids)
General procedure: To a solution of an appropriate carboxylic acid (1.0 eq.) in DCM (0.50 M) was added DMF (0.10 eq.) and (COCl)2 (1.5 eq.) at 0°C. The reaction mixture was stirred at room temperature for 3 h, then concentrated in vacuo. To the crude acyl chloride was added degassed BrCCl3 (0.33 M), DMAP (25 mol%) and sodium-N-hydroxy-2-thiopyridone (1.0 eq.). The reaction mixture was stirred under 300 W sun lamp for 12 h and concentrated in vacuo. The crude product was purified by silica gel column chromatography. |
Reference:
[1]Verhoog, Stefan; Pfeifer, Lukas; Khotavivattana, Tanatorn; Calderwood, Samuel; Collier, Thomas Lee; Wheelhouse, Katherine; Tredwell, Matthew; Gouverneur, Véronique
[Synlett, 2016, vol. 27, # 1, p. 25 - 28]
- 7
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[ 1027514-14-2 ]
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1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one
[ No CAS ]
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(3-(4-(tert-butyl)phenyl)-3,3-difluoroprop-1-yn-1-yl)triisopropylsilane
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
63% |
With dipotassium peroxodisulfate In water; acetonitrile at 55℃; for 12h; Inert atmosphere; Schlenk technique; |
|
Reference:
[1]Li, Xiang; Li, Siyu; Sun, Suyan; Yang, Fan; Zhu, Weiguo; Zhu, Yu; Wu, Yusheng; Wu, Yangjie
[Advanced Synthesis and Catalysis, 2016, vol. 358, # 10, p. 1699 - 1704]
- 8
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[ 1008-89-5 ]
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[ 1027514-14-2 ]
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2-(3-((4-(tert-butyl)phenyl)difluoromethyl)phenyl)pyridine
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
37% |
With ammonium peroxydisulfate; palladium diacetate; acetic acid In water; dimethyl sulfoxide at 55℃; for 24h; Inert atmosphere; |
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Reference:
[1]Zhao, Huaxin; Ma, Guobin; Xie, Xiaojuan; Wang, Yong; Hao, Jian; Wan, Wen
[Chemical Communications, 2019, vol. 55, # 27, p. 3927 - 3930]
- 9
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[ 1027514-14-2 ]
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[ 91-64-5 ]
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3-((4-(tert-butyl)phenyl)difluoromethyl)-2H-chromen-2-one
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
57% |
With Iron(III) nitrate nonahydrate; ammonium peroxydisulfate; 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 80℃; for 2h; Schlenk technique; Inert atmosphere; |
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- 10
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C13H16F2O2
[ No CAS ]
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[ 1027514-14-2 ]
Yield | Reaction Conditions | Operation in experiment |
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Stage #1: C13H16F2O2 With potassium carbonate In methanol; water at 20℃; for 2h;
Stage #2: With hydrogenchloride In methanol; water |
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Yield | Reaction Conditions | Operation in experiment |
95% |
With water; lithium hydroxide In tetrahydrofuran at 20℃; for 2h; |
General procedure: Dissolve the first intermediate compound (1.0eq) in a mixed solvent of THF and water (10:1), add LiOH (2.0eq), react for 2 hours at room temperature, and spin dry the solvent. Add HCl to pH=3, filter to obtain the product. The second intermediate compound, the yield was 83%. |
- 12
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[ 1027514-14-2 ]
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[ 882-33-7 ]
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[ 114467-80-0 ]
Yield | Reaction Conditions | Operation in experiment |
55% |
With ammonium peroxydisulfate In water; dimethyl sulfoxide at 60℃; for 12h; Inert atmosphere; |
|
Reference:
[1]Chen, Hua; Deng, Hongmei; Gong, Haiying; Hao, Jian; Peng, Yi; Wan, Wen; Wang, Qian; Zhang, Yifang
[Organic and Biomolecular Chemistry, 2021, vol. 19, # 32, p. 7024 - 7030]
- 13
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[ 100954-03-8 ]
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[ 1027514-14-2 ]
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C26H22F2O2
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
69% |
With ammonium peroxydisulfate; copper(l) iodide; sodium hydrogencarbonate In dimethyl sulfoxide at 80℃; for 3h; Inert atmosphere; Schlenk technique; |
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- 14
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[ 667-27-6 ]
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[ 35779-04-5 ]
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[ 1027514-14-2 ]
Yield | Reaction Conditions | Operation in experiment |
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Stage #1: Ethyl bromodifluoroacetate; 1-tert-butyl-4-iodobenzene With copper In dimethyl sulfoxide at 60℃; for 12h; Inert atmosphere;
Stage #2: With methanol; water; potassium carbonate at 20℃; for 2h; Inert atmosphere; |
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