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Chemical Structure| 17649-58-0 Chemical Structure| 17649-58-0

Structure of 17649-58-0

Chemical Structure| 17649-58-0

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Product Details of [ 17649-58-0 ]

CAS No. :17649-58-0
Formula : C11H12O4
M.W : 208.21
SMILES Code : O=C(OC)C1=CC(C)=CC(C(OC)=O)=C1
MDL No. :MFCD00082721
InChI Key :DWLNVWOJNQXRLG-UHFFFAOYSA-N
Pubchem ID :10921702

Safety of [ 17649-58-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H320-H335-H336-H402
Precautionary Statements:P501-P261-P273-P271-P264-P337+P313-P305+P351+P338-P304+P340+P312-P403+P233-P405

Application In Synthesis of [ 17649-58-0 ]

* 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 [ 17649-58-0 ]

[ 17649-58-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 499-49-0 ]
  • [ 17649-58-0 ]
  • 2
  • [ 67-56-1 ]
  • [ 499-49-0 ]
  • [ 17649-58-0 ]
YieldReaction ConditionsOperation in experiment
91% With sulfuric acid;Inert atmosphere; Reflux; A 100 mL round bottom flask was charged with <strong>[499-49-0]5-methylisophthalic acid</strong> (Aldrich, 2.0 g, 11.1 mmol, 1 eq) and a stir bar. A reflux condenser was attached, and the system was evacuated and back-filled with Ar (x3). Anhydrous MeOH (25 mL) was added with stirring. Concentrated H2504 (1.8 mL, 3.27 g, 33.3 mmol, 3 eq) was added dropwise. The reaction was heated to reflux overnight. After cooling to room temperature the volatiles were removed via rotary evaporation. The resulting solid was treated cautiously with NaHCO3 (aq, saturated). The solids were collected via vacuum filtration. The filter cake was rinsed with water (x2) and dried under vacuum. 2.11 g (10.1 mmol, 91% yield) of was collected as a pale yellow solid.
90.2% With sulfuric acid; at -15℃; for 14h;Reflux; 50 g of methyl isophthalic acid,100mL methanol,The catalytic amount of concentrated sulfuric acid was added 250mL single-necked round-bottomed flask,Heat to reflux for 12h. Approximately 50 mL of methanol was distilled off under reduced pressure,The remaining reaction mixture was allowed to stand at -15 C for 2 h,A large number of white precipitate precipitation.The cold mixture was filtered,Methanol wash,Drying gave 52.11 g of a white solid (yield 90.2%),spare
76.9% With sulfuric acid; at 20℃; for 12h;Reflux; To a stirred solution of 5-methy isophthalic acid (10 g, 0.056 mol) in methanol (120 ml) was added dropwise sulfuric acid (98 %, 3 ml) at room temperature and was refluxed for 12 hrs. The reaction mixture was cooled and neutralized with saturated aqueous NaHCO3 to pH = 7~8. The resulting precipitate was collected by filtration and washed with saturated aqueous NaCl (30 ml × 2) and distilled water (30 ml × 2). The filter cake was dried in vacuum to give the compound 2f (8.89 g, 76.9 %, Mp: 91-93 ºC). 1H NMR (500 MHz, CDCl3) delta 8.49 (s, 1H); 8.05 (s, 2H); 3.94 (s, 6H); 2.46 (s, 3H).
60% With sulfuric acid; at 80℃; for 10h; step 1: 10 mmol of <strong>[499-49-0]5-methylisophthalic acid</strong> was dissolved in 250 ml of anhydrous methanol, and 10 ml of concentrated sulfuric acid was added thereto, and refluxed at 80 C for 10 hours, then cooled to room temperature, and the reaction liquid was concentrated to obtain a concentrated product; The concentrated product was dissolved in water, then extracted with anhydrous ethyl ether, and then washed with saturated sodium hydrogencarbonate to neutral, dried over anhydrous sodium sulfate overnight, filtered and then filtrate was concentrated to dryness to give Dimethyl 5-methylisophthalate, the yield is 60%;
With sulfuric acid; at 80℃; for 10h; Dissolve 0.07-0.10moL of <strong>[499-49-0]5-methylisophthalic acid</strong> in 150mL of anhydrous methanol, 6mL-9mL of concentrated sulfuric acid was added, and refluxed at constant temperature of 80C for 10h. After spontaneous cooling, rotary evaporation of the reaction mixture and then dissolve with water. Anhydrous ether extraction, and then washed with saturated sodium bicarbonate until neutral, dried over anhydrous sodium sulfate overnight, the filtrate was rotary evaporated to give a white product dimethyl 5-methyl isophthalate
With sulfuric acid; at 80℃; for 12h; Referring to FIG. 1, <strong>[499-49-0]5-methylisophthalic acid</strong> (18 g, 0.1 mol) was added to methanol (400 ml), and then sulfuric acid (8 mL) was added dropwise. Reflux in an oil bath at 80 C for 12 h and cool to room temperature. The pH of the solution was adjusted between 7-8 with saturated NaHCO3. The obtained white solid dimethyl 5-methylisophthalate was separated by filtration and dried.

 

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