Alternatived Products of [ 6981-15-3 ]
Product Details of [ 6981-15-3 ]
CAS No. : | 6981-15-3 |
MDL No. : | MFCD07780689 |
Formula : |
C9H11ClO
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
170.64
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 6981-15-3 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 6981-15-3 ]
* 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 [ 6981-15-3 ]
- Downstream synthetic route of [ 6981-15-3 ]
- 1
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[ 874-63-5 ]
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[ 6981-15-3 ]
Yield | Reaction Conditions | Operation in experiment |
82% |
With N-chloro-succinimide; ammonium cerium (IV) nitrate; In neat (no solvent); at 20℃; for 1.5h;Green chemistry; |
General procedure: 1-Methoxy-3,5-dimethylbenzene(100mg, 0.73 mmol), N-Bromosuccinimide (NBS,260 mg,1.46 mmol) and one ball (5 mmdiameter, stainless steel) were transferred to a milling jar (10 mL, stainlesssteel). The ball-milling operation was performed and the progress of reaction was monitored by TLC/1H NMR.[1]After completion, the reaction mixture was transferred into 30 mL ethyl acetate and cooled at 0 C. The product was isolated as filtrate upon paper filtration and waste succinimide as precipitate. The resulting filtrate were concentrated in vacuo to isolate 250 mg (yield: 85%) of 2b as colourless powder. To test the efficiency in large scale, the reaction was also performed for the mono-bromination of 1-methoxy-3,5-dimethylbenzene in 1.3 g scale for 1 h and the product was isolated in 87% yield.[1] The milling apparatus was stopped and small portion of the sample was collected from the reaction jar to study either TLC/ proton NMR. Following, the reaction was started again andthis operation time was excluded for reporting the reaction timing. |
Reference:
[1]Tetrahedron Letters,2014,vol. 55,p. 2154 - 2156
[2]Tetrahedron Letters,2015,vol. 55,p. 2154 - 2156
[3]Bioorganic and Medicinal Chemistry Letters,1999,vol. 9,p. 1875 - 1880
[4]ACS Medicinal Chemistry Letters,2014,vol. 5,p. 1162 - 1166
- 2
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[ 88-04-0 ]
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[ 74-88-4 ]
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[ 6981-15-3 ]
Yield | Reaction Conditions | Operation in experiment |
92% |
|
|
84% |
With potassium carbonate In acetone for 3h; Inert atmosphere; Reflux; |
|
77% |
With potassium carbonate In acetone for 3h; Heating / reflux; |
OH O CH31, KpC03 Acetone, CI CI 63 64 To a 1 L round-bottom flask 4-chloro-3, 5-dimethylphenol 63 (20 g, 127.7 [MMOL)] and acetone (500 mL, 0.2 M) was placed. To this solution were added potassium carbonate (35.3 g, 255.4 [MMOL)] and iodomethane (63.44 g, 447 [MMOL).] The reaction was stirred and heated to reflux for 3 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The separated organic layer was washed with brine, dried over magnesium sulfate and concentrated. The crude product was purified by silica gel chromatography eluted with hexane to yield [4-CHLORO-3,] 5-dimethylphenyl methyl ether 64 (16.88 [G,] 77%). |
|
With potassium carbonate In acetone for 6h; Reflux; |
|
Reference:
[1]Dichiarante, Valentina; Fagnoni, Maurizio; Albini, Angelo
[Green Chemistry, 2009, vol. 11, # 7, p. 942 - 945]
[2]Wu, Linglin; Drinkel, Emma; Gaggia, Fiona; Capolicchio, Samanta; Linden, Anthony; Falivene, Laura; Cavallo, Luigi; Dorta, Reto
[Chemistry - A European Journal, 2011, vol. 17, # 46, p. 12886 - 12890]
[3]Current Patent Assignee: PFIZER INC - WO2003/106446, 2003, A1
Location in patent: Page 58
[4]Schmink, Jason R.; Holcomb, Jennifer L.; Leadbeater, Nicholas E.
[Organic Letters, 2009, vol. 11, # 2, p. 365 - 368]
- 3
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[ 1040745-70-7 ]
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[ 6981-15-3 ]
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[ 1041642-16-3 ]
- 4
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[ 148345-64-6 ]
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[ 6981-15-3 ]
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[ 1157867-55-4 ]
- 5
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[ 1314538-55-0 ]
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[ 6981-15-3 ]
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[ 1314538-63-0 ]
- 6
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[ 6981-15-3 ]
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[ 35692-27-4 ]
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C16H18O2
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
72% |
With 3-(dicyclohexylphosphino)-2-(2-methoxyphenyl)-1-methyl-1-H-indole; tetrabutyl ammonium fluoride; palladium diacetate In water at 110℃; for 3h; Schlenk technique; Inert atmosphere; Sealed tube; |
|
- 7
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[ 6981-15-3 ]
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[ 34743-49-2 ]
- 8
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[ 6981-15-3 ]
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[ 2734-70-5 ]
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N-(2,6-dimethoxyphenyl)-4-methoxy-2,6-dimethylaniline
[ No CAS ]