Home Cart 0 Sign in  

[ CAS No. 118350-17-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 118350-17-7
Chemical Structure| 118350-17-7
Structure of 118350-17-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 118350-17-7 ]

Related Doc. of [ 118350-17-7 ]

Alternatived Products of [ 118350-17-7 ]

Product Details of [ 118350-17-7 ]

CAS No. :118350-17-7 MDL No. :MFCD03424627
Formula : C14H12O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 212.24 Pubchem ID :-
Synonyms :

Safety of [ 118350-17-7 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312+P330-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 118350-17-7 ]

* 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 [ 118350-17-7 ]

[ 118350-17-7 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 3132-99-8 ]
  • [ 5720-07-0 ]
  • [ 118350-17-7 ]
YieldReaction ConditionsOperation in experiment
99% With tetraamminepalladium(II) chloride; tetra(n-butyl)ammonium hydroxide In water at 45℃; for 2h; Green chemistry;
98% With potassium phosphate; tetrabutylammomium bromide In ethanol at 20℃; for 2h;
98% With sodium carbonate In ethanol; water at 120℃; for 0.0833333h; Sealed tube; Microwave irradiation; Green chemistry; Suzuki-Miyaura coupling reaction; general procedure General procedure: Into a 10 mL glass vial were placed aryl halide (0.5 mmol), phenyl- or4-methoxy phenylboronic acid (0.65 mmol), base (1 mmol), Pd-loadedcatalyst 4 (0.2 mol% Pd) and EtOH/water (1 : 1) (2 mL), and a magneticstirrer was added. The vial was sealed, placed into the microwavecavity and the reaction mixture subjected to microwave irradiation of60 W at 120 °C for 5 min. After completion, the reaction vessel wascooled to room temperature, opened and the contents were extractedwith dichloromethane three times. The organic fraction was dried withmagnesium sulfate, filtered and the solvent was removed under reducedpressure. The crude products were purified by chromatography on asilica gel column. All products were identified by 1H NMR.
98% With sodium carbonate In methanol at 150℃; for 1h; Microwave irradiation;
94% With C31H28ClN4Pd; potassium carbonate In ethanol; water at 20℃; 4.3 General procedure for the Suzuki-Miyaura reactions 4.3.2. Method B General procedure: In a reaction tube, bromobenzene (0.5mmol, 1equiv), (4-methoxyl phenyl)boronic acid (0.75mmol, 1.5equiv) and K2CO3 (1mmol, 2equiv) were dissolved in 3mL mixed solvent (EtOH:H2O, 2:1). The reaction mixture was stirred at ambient temperature and monitored by TLC. After completion, 10mL water was added to the resulting mixture, then it was extracted with ethyl acetate (3×10mL). The combined organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography (petroleum ether as the eluent) to obtain the desired product.
87.7% With C10H9Cl2N3O3Pd; potassium hydroxide In ethanol; water at 120℃; for 0.0333333h; Microwave irradiation;
84% With sodium carbonate In ethanol; water at 80℃; for 4h;
84% With 1-isopropyl-3-methyl-2,4-diphenylimidazolium iodide; palladium diacetate; caesium carbonate In 1,4-dioxane at 80℃; for 24h; Inert atmosphere;
80% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water; toluene at 105℃; for 36h; Inert atmosphere;
66% With potassium carbonate In ethanol; toluene for 5h; Heating;
59.4% With Supported Pd(OAc)2(PPh3)2 Over Mixed Magnesium Hydroxide and Cerium Carbonate Hydroxide Composite In water at 79.84℃; for 2h; 2.3 General Procedure for Suzuki Reaction General procedure: A typical procedure for Suzuki reaction is as follows: arylhalide (0.5mmol) was weighed in 25mL round bottom flask containing boronic acids (0.6mmol), and Pd(OAc)2(PPh3)2/MgCe-HDC (100mg). The reactants and catalyst were dispersed in water (4mL), the RB was mounted on an oil bath at 353K and the mixture was stirred for 2h. The reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the catalyst was separated by filtration. Then the solution was extracted with ethyl acetate and brine solution. The organic phase was dried over anhydrous Na2SO4 and concentrated under vacuum. The crude product was purified by column chromatography on silicagel to afford pure product. The pure product was analyzed using 1H- and 13C-NMR techniques and compared with literature NMR data.
With sodium carbonate In ethanol; toluene for 5h; Heating;
With C29H25N6O2Pd(1+)*BF4(1-); potassium carbonate In N,N-dimethyl-formamide at 120℃; for 5h;

Reference: [1]Wang, Yanyan; Liu, Yuanyuan; Zhang, Wei-qiang; Sun, Huaming; Zhang, Kan; Jian, Yajun; Gu, Quan; Zhang, Guofang; Li, Jiyang; Gao, Ziwei [ChemSusChem, 2019, vol. 12, # 24, p. 5265 - 5273]
[2]Deng, Yijian; Gong, Liuzhu; Mi, Aiqiao; Liu, Hui; Jiang, Yaozhong [Synthesis, 2003, # 3, p. 337 - 339]
[3]Pan, Dan; Wu, Aiqun; Li, Pengfei; Xu, Haitang; Lei, Fuhou; Shen, Liqun [Journal of Chemical Research, 2014, vol. 38, # 12, p. 715 - 718]
[4]Supriya; Ananthnag, Guddekoppa S.; Shetti, Vijayendra S.; Nagaraja; Hegde, Gurumurthy [Applied Organometallic Chemistry, 2020, vol. 34, # 3]
[5]Fang, Yi; Wang, Shun-Yi; Ji, Shun-Jun [Tetrahedron, 2015, vol. 71, # 52, p. 9679 - 9683]
[6]Shen, Liqun; Huang, Suyu; Nie, Yuanmei; Lei, Fuhou [Molecules, 2013, vol. 18, # 2, p. 1602 - 1612]
[7]Scheuermann, Gil M.; Steurer, Peter; Muelhaupt, Rolf; Rumi, Luigi; Bannwarth, Willi [Journal of the American Chemical Society, 2009, vol. 131, # 23, p. 8262 - 8270]
[8]Location in patent: scheme or table Xu, Xiangya; Xu, Baochang; Li, Yongxin; Hong, Soon Hyeok [Organometallics, 2010, vol. 29, # 23, p. 6343 - 6349]
[9]Hunter, Christopher A.; Misuraca, Maria Cristina; Turega, Simon M. [Journal of the American Chemical Society, 2011, vol. 133, # 3, p. 582 - 594]
[10]Mitsch, Andreas; Altenkaemper, Mirko; Sattler, Isabel; Schlitzer, Martin [Archiv der Pharmazie, 2005, vol. 338, # 1, p. 9 - 17]
[11]Tomar, Ravi; Singh, Nidhi; Kumar, Neeraj; Tomar, Vartika; Chandra, Ramesh [Catalysis Letters, 2019]
[12]Wiesner; Mitsch; Altenkaemper; Ortmann; Jomaa; Schlitzer, Martin [Pharmazie, 2003, vol. 58, # 12, p. 854 - 856]
[13]Hsu, Yu-Cheng; Wang, Vincent C.-C.; Au-Yeung, Ka-Chun; Tsai, Chung-Yu; Chang, Chun-Chi; Lin, Bo-Chao; Chan, Yi-Tsu; Hsu, Chao-Ping; Yap, Glenn P. A.; Jurca, Titel; Ong, Tiow-Gan [Angewandte Chemie - International Edition, 2018, vol. 57, # 17, p. 4622 - 4626][Angew. Chem., 2018, vol. 130, # 17, p. 4712 - 4716,5]
  • 2
  • [ 1018955-96-8 ]
  • [ 29304-89-0 ]
  • [ 16064-04-3 ]
  • [ 52988-34-8 ]
  • [ 118350-17-7 ]
  • 3
  • [ 1018955-96-8 ]
  • [ 16064-04-3 ]
  • [ 613-37-6 ]
  • [ 52988-34-8 ]
  • [ 118350-17-7 ]
  • 4
  • [ 696-41-3 ]
  • [ 5720-07-0 ]
  • [ 118350-17-7 ]
YieldReaction ConditionsOperation in experiment
82% With C31H28ClN4Pd; potassium tert-butylate; In ethanol; at 20℃; General procedure: In a reaction tube, 1-iodo-3-methylbenzene (0.5mmol, 1equiv), (4-methoxyl phenyl)boronic acid (0.75mmol, 1.5equiv) and KOtBu (1mmol, 2equiv) were dissolved in 3mL anhydrous EtOH. The reaction mixture was stirred at ambient temperature and monitored by TLC. After completion, 10 mL water was added to the resulting mixture, then it was extracted with ethyl acetate (3×10mL). The combined organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography (petroleum ether as the eluent) to obtain the desired product.
Same Skeleton Products
Historical Records