Structure of 120-95-6
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 120-95-6 |
Formula : | C16H26O |
M.W : | 234.38 |
SMILES Code : | OC1=CC=C(C(C)(C)CC)C=C1C(C)(C)CC |
MDL No. : | MFCD00041929 |
InChI Key : | WMVJWKURWRGJCI-UHFFFAOYSA-N |
Pubchem ID : | 8455 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H319 |
Precautionary Statements: | P264-P270-P280-P301+P312+P330-P305+P351+P338-P337+P313-P501 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With thionyl chloride; triethylamine; In hexane; toluene; | Synthesis Example 1 Synthesis of Exemplary Compound (1-36) To 25 g of <strong>[6223-83-2]9-fluorenone-4-carboxylic acid</strong> is added 150 ml of thionyl chloride, followed by heating and stirring at 80 C. for 6 hours. After cooling to room temperature (25 C.), 150 ml of n-hexane is added thereto and the precipitated crystals are filtered to obtain 23 g (yield of 86%) of <strong>[6223-83-2]9-fluorenone-4-carboxylic acid</strong> chloride. Next, to a solution obtained by mixing 15.5 g of 2,4-di-t-pentylphenol, 150 ml of toluene, and 6.7 g of triethylamine is added 14.5 g of <strong>[6223-83-2]9-fluorenone-4-carboxylic acid</strong> chloride obtained above, followed by stirring at room temperature (25 C.) for 48 hours. The reactant is purified by silica gel chromatography to obtain 22 g of an exemplary compound (1-36) which is a desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With molybdenum(VI) oxide; In ethanol; at 280℃; for 4h;Inert atmosphere; | General procedure: 2.0 g of guaiac acid (purchased in Tianjin Guangfu Technology Co., Ltd.), 0.5 g of MOS catalyst and 100 ml of ethanol were placed in a 300 ml reaction vessel, and the air in the reaction vessel was replaced with nitrogen. The temperature was raised to 280 C, and the reaction was stirred for 4 h. After the reaction was completed, the mixture was filtered under suction and rotary evaporated. The liquid product was subjected to qualitative analysis on a gas chromatography-mass spectrometer (GC6890-MS5973, Agilent), and the internal standard was added. Quantitative analysis by gas chromatography. The chromatogram was performed on an HP-5ms, 30m X 0.25mm X 0.25mum capillary column. The conversion of the raw guaiacol is calculated by (initial guaiacol moles - residual guaiacol moles) / (initial guaiacol moles) X100%, and the selectivity of the product hydrocarbyl phenol is (hydrocarbyl phenol) The number of moles / (molar guaiacol moles) X 100 % was calculated. Among the guaiacol conversion products, ethyl phenols include o-ethyl phenol, 2,5-diethyl phenol, 3,5-diethyl phenol, and propyl phenols include 2,6-diisopropyl phenol. , 2,4-diisopropylphenol, 2,4,6-triisopropylphenol, butyl phenols including 2,5-di-sec-butylphenol, 2,6-di-tert-butylphenol, 2, 4-di-tert-butylphenol, 2,6-di-tert-butyl-p-ethylphenol, pentanols include 2,4-di-tert-amylphenol, others include o-ethoxyphenol, o-ethoxybenzene Methyl ether, p-ethyl guaiacol, 2,6-diisopropylanisole). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With molybdenum(VI) oxide; In ethanol; at 280℃; for 4h;Inert atmosphere;Catalytic behavior; | General procedure: 2.0 g of guaiac acid (purchased in Tianjin Guangfu Technology Co., Ltd.), 0.5 g of MOS catalyst and 100 ml of ethanol were placed in a 300 ml reaction vessel, and the air in the reaction vessel was replaced with nitrogen. The temperature was raised to 280 C, and the reaction was stirred for 4 h. After the reaction was completed, the mixture was filtered under suction and rotary evaporated. The liquid product was subjected to qualitative analysis on a gas chromatography-mass spectrometer (GC6890-MS5973, Agilent), and the internal standard was added. Quantitative analysis by gas chromatography. The chromatogram was performed on an HP-5ms, 30m X 0.25mm X 0.25mum capillary column. The conversion of the raw guaiacol is calculated by (initial guaiacol moles - residual guaiacol moles) / (initial guaiacol moles) X100%, and the selectivity of the product hydrocarbyl phenol is (hydrocarbyl phenol) The number of moles / (molar guaiacol moles) X 100 % was calculated. Among the guaiacol conversion products, ethyl phenols include o-ethyl phenol, 2,5-diethyl phenol, 3,5-diethyl phenol, and propyl phenols include 2,6-diisopropyl phenol. , 2,4-diisopropylphenol, 2,4,6-triisopropylphenol, butyl phenols including 2,5-di-sec-butylphenol, 2,6-di-tert-butylphenol, 2, 4-di-tert-butylphenol, 2,6-di-tert-butyl-p-ethylphenol, pentanols include 2,4-di-tert-amylphenol, others include o-ethoxyphenol, o-ethoxybenzene Methyl ether, p-ethyl guaiacol, 2,6-diisopropylanisole). |