Alternatived Products of [ 14482-11-2 ]
Product Details of [ 14482-11-2 ]
| CAS No. : | 14482-11-2 |
MDL No. : | N/A |
| Formula : |
C10H9NO
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
159.18
|
Pubchem ID : | - |
| Synonyms : |
|
Application In Synthesis of [ 14482-11-2 ]
* 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.
- Upstream synthesis route of [ 14482-11-2 ]
- Downstream synthetic route of [ 14482-11-2 ]
- 1
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[ 3215-64-3 ]
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[ 14482-11-2 ]
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2-(2,6-dichlorophenyl)-3-(4-methoxyphenyl)glutaronitrile
[ No CAS ]
- 2
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[ 93626-91-6 ]
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[ 637-69-4 ]
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[ 4964-76-5 ]
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[ 14482-11-2 ]
- 3
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[ 4336-70-3 ]
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[ 105-13-5 ]
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[ 14482-11-2 ]
- 4
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[ 1772-43-6 ]
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[ 14482-11-2 ]
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4-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-3-(4-methoxy-phenyl)-butyronitrile
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 62% |
Stage #1: 2,4,4-trimethyl oxazoline With n-butyllithium; lithium chloride In tetrahydrofuran at -78℃; for 0.25h;
Stage #2: (E)-p-methoxycinnamonitrile In tetrahydrofuran for 2h; |
|
- 5
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[ 3252-43-5 ]
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[ 123-11-5 ]
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[ 30115-95-8 ]
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[ 14482-11-2 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With indium(I) bromide In tetrahydrofuran for 14h; Heating; |
|
- 6
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[ 15898-47-2 ]
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[ 123-11-5 ]
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[ 30115-95-8 ]
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[ 14482-11-2 ]
- 7
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[ 696-62-8 ]
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[ 107-13-1 ]
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[ 30115-95-8 ]
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[ 14482-11-2 ]
| Yield | Reaction Conditions | Operation in experiment |
| 1: 85%
2: 7% |
With triethylamine In water; N,N-dimethyl-formamide at 130℃; for 3h; |
2.3. General procedure for synthesis of trans-alkenes
General procedure: In a typical method, 1 mmol of bromobenzene, 1 mmol of methylacrylate, 0.04 g of PdNPsPANI/silica-HNS, and 2 mmol of Et3N wereadded to 5 mL of DMF:H2O (1:1) and allowed to stirrer at 130 C. Thereaction completion was monitored by TLC (n-hexane and ethyl acetatemixture as solvent-5:1). After completion of the reaction, the reactionwas cooled to room temperature, the catalyst was removed by filtration.The catalyst was then washed with Et2O (3 5 mL). The organic layerwas separated and dried over anhydrous Na2SO4. The solvent wasevaporated under reduced pressure to give the corresponding arylolefins.To optimize the reaction conditions, GC was used to investigatethe yields under each condition. The NMR spectroscopic data of known compounds were found to be identical with those reported in the literature. |
| 66% |
With palladium 10% on activated carbon; sodium acetate In water; N,N-dimethyl-formamide at 140℃; for 20h; Inert atmosphere; |
|
| 50 % de |
With sodium acetate; palladium diacetate; tris-(o-tolyl)phosphine In N,N-dimethyl acetamide at 140℃; for 20h; Overall yield = 99.9 %Chromat.; |
|
| 52 % de |
With palladium 10% on activated carbon; sodium acetate In N,N-dimethyl-formamide at 140℃; Overall yield = 78percent; Overall yield = 0.62 g; |
|
Reference：
[1]Rostamnia, Sadegh; Kholdi, Saba
[Journal of Physics and Chemistry of Solids, 2017, vol. 111, p. 47 - 53]
[2]An, Peng; Yu, Zhipeng; Lin, Qing
[Organic Letters, 2013, vol. 15, # 21, p. 5496 - 5499]
[3]Schils, Didier; Stappers, Fred; Solberghe, Geoffrey; Van Heck, Richard; Coppens, Michelle; Van Den Heuvel, Dirk; Van Der Donck, Peter; Callewaert, Tom; Meeussen, Frank; De Bie, Erika; Eersels, Kristof; Schouteden, Ellen
[Organic Process Research and Development, 2008, vol. 12, # 3, p. 530 - 536]
[4]Harenberg, Johannes H.; Weidmann, Niels; Karaghiosoff, Konstantin; Knochel, Paul
[Angewandte Chemie - International Edition, 2021, vol. 60, # 2, p. 731 - 735][Angew. Chem., 2021, vol. 133, # 2, p. 742 - 746,5]
- 8
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[ 4336-70-3 ]
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[ 123-11-5 ]
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[ 30115-95-8 ]
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[ 14482-11-2 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With sodium tetraphenyl borate; In acetonitrile; at 120℃; for 12h;Inert atmosphere; |
General procedure: To a round-bottom flask (50 mL), 1aa (168.9 mg, 0.5 mmol), NaBPh4 (171.1 mg, 0.5 mmol), 3a (56.2 mg, 0.4 mmol), and CH3CN (5 mL) were added. After refluxing at 120 C for 6 h under stirring, the reaction mixture was passed through a short silica-gel column and eluted with EtOAc. The eluate was evaporated and 4aa (58.0 mg, 89%, trans: cis = 69:31) was isolated as a mixture of trans and cis isomers from the residue by preparative TLC(silica-gel, PE: EtOAc 10:1). By carefully choosing the eluants (PE: EtOAc 50:1, v/v, once;then CCl4, twice), the trans isomer can be separated from the cis isomer in this mixture.The trans and cis isomers were identified by comparing their 1H NMR spectra with those reported.6 trans-4aa: a yellow solid, isolated yield: |
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