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Chemical Structure| 25753-16-6 Chemical Structure| 25753-16-6

Structure of Tfba
CAS No.: 25753-16-6

Chemical Structure| 25753-16-6

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Product Details of [ 25753-16-6 ]

CAS No. :25753-16-6
Formula : C16H8F6O3
M.W : 362.22
SMILES Code : O=C(OC(C1=CC=C(C(F)(F)F)C=C1)=O)C2=CC=C(C(F)(F)F)C=C2
English Name :4-(Trifluoromethyl)benzoic anhydride
MDL No. :MFCD00671577
InChI Key :FNAWJOBKLWLHTA-UHFFFAOYSA-N
Pubchem ID :2760733

Safety of [ 25753-16-6 ]

Application In Synthesis of [ 25753-16-6 ]

* 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 [ 25753-16-6 ]

[ 25753-16-6 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 38325-58-5 ]
  • [ 25753-16-6 ]
  • [ 60787-31-7 ]
  • [ 144406-23-5 ]
YieldReaction ConditionsOperation in experiment
With tin(II) trifluoromethanesulfonate; trimethylsilyl acetate In dichloromethane Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With tin(II) trifluoromethanesulfonate; trimethylsilyl acetate In dichloromethane for 6h; Ambient temperature; Yield given. Yields of byproduct given;
  • 2
  • [ 2124-57-4 ]
  • [ 25753-16-6 ]
  • [ 1453189-14-4 ]
YieldReaction ConditionsOperation in experiment
11% With sodium acetate; zinc at 170℃; for 23h; 13 Example 13 Example 13 2-((2E,6E, 1 OE, 14E, 18E,22E)-3 ,7, 11,15,19,23 ,27-Heptamethyloctacosa- 2,6,10,14,18,22,26-heptaen-l-yl)-3-methylnaphthalene-l,4-dione (0.524 g, 0.807 mmol), 4-(trifluoromethyl)benzoic anhydride (0.757 g, 2.09 mmol), NaOAc (87.3 mg, 1.06 mmol) and Zn powder (0.156 g, 2.38 mmol) were added together and heated to 170 °C. After 23 h at 170 °C the reaction mixture was cooled down to r.t. and diluted with THF (40 mL). Et2NH (20 mL) was added and the reaction mixture was stirred for another hour after which heptane (50 mL) was added. The resulting mixture was filtrated and the solvent of the filtrate was removed under reduced pressure. The crude product was purified by HPLC to obtain 83.7 mg (11%) of 2- ((2E,6E, 10E, 14E, 18E,22E)-3 ,7, 11 , 15 , 19,23 ,27-heptamethyloctacosa- 2,6,10,14,18,22,26-heptaen-l-yl)-3-methylnaphthalene-l,4-diyl bis(4- (trifluoromethyl)benzoate). 1H NMR (400 MHz, CDC13) δ 8.45 (t, J= 8.6, 4 H), 7.88 - 7.81 (m, 4 H), 7.76 - 7.65 (m, 2 H), 7.45 - 7.40 (m, 2 H), 5.17 - 4.98 (m, 7 H), 3.59 - 3.34 (m, 2 H), 2.31 (s, 3 H), 2.15 - 1.83 (m, 24 H), 1.65 (s, 3 H), 1.62 - 1.46 (m, 18 H), 1.24 (s, 3 H). MS: m/z [M + Na calcd for 1017.52; found: 1017.3
11% Stage #1: menaquinone-7; 4-(trifluoromethyl)benzoic anhydride With sodium acetate; zinc at 170℃; for 23h; Stage #2: With diethylamine In tetrahydrofuran at 20℃; for 1h; 13 Example 13 Example 13 0190] 2-((2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-Heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-yl)-3-methylnaphthalene-1,4-dione (0.524 g, 0.807 mmol), 4-(trifluoromethyl)benzoic anhydride (0.757 g, 2.09 mmol), NaOAc (87.3 mg, 1.06 mmol) and Zn powder (0.156 g, 2.38 mmol) were added together and heated to 170° C. After 23 h at 170° C. the reaction mixture was cooled down to r.t. and diluted with THF (40 mL). Et2NH (20 mL) was added and the reaction mixture was stirred for another hour after which heptane (50 mL) was added. The resulting mixture was filtrated and the solvent of the filtrate was removed under reduced pressure. The crude product was purified by HPLC to obtain 83.7 mg (11%) of 2-((2E,6E,10E,14E,18E,22E)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-yl)-3-methylnaphthalene-1,4-diyl bis(4-(trifluoromethyl)benzoate). [0191] 1H NMR (400 MHz, CDCl3) δ 8.45 (t, J=8.6, 4H), 7.88-7.81 (m, 4H), 7.76-7.65 (m, 2H), 7.45-7.40 (m, 2H), 5.17-4.98 (m, 7H), 3.59-3.34 (m, 2H), 2.31 (s, 3H), 2.15-1.83 (m, 24H), 1.65 (s, 3H), 1.62-1.46 (m, 18H), 1.24 (s, 3H). [0192] MS: m/z [M+Na]+ calcd for C62H72F6O4: 1017.52; found: 1017.3
  • 3
  • [ 99-14-9 ]
  • [ 25753-16-6 ]
  • 5-methoxy-5-oxo-3-[4-(trifluoromethyl)benzoyl]pentanoic acid [ No CAS ]
  • 5-methoxy-5-oxo-3-[4-(trifluoromethyl)benzoyl]pentanoic acid [ No CAS ]
  • 4
  • [ 99-14-9 ]
  • [ 25753-16-6 ]
  • 6a-(4-(trifluoromethyl)phenyl)dihydrofuro[2,3-b]furan-2,5(3H,6aH)-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
59% With pyridine; In m-xylene; at 140℃; General procedure: Into a one-necked 25 mL flask, tricarballylic acid (518 mg, 2.95 mmol, 1.0 equiv) and the appropriate anhydride (8.83 mmol, 3 equiv) were suspended in m-xylene (5 mL, 0.6 M). Pyridine was added (47 muL, 0.59 mmol, 0.2 equiv) in one portion, then the mixture was heated to 140 C and stirred until the completion of the reaction was indicated by GC-MS (5-21 h). After cooling to r.t., CH2Cl2 (100 mL) was added and the mixture was passed through a short pad of Celite to remove insoluble side-products. The solution was washed with saturated Na2CO3 solution (2 10 mL) then with brine (10 mL). The organic phase was dried over Na2SO4, filtered, and evaporated to dryness. Purification by flash chromatography (hexanes/EtOAc) afforded the pure Fittig lactone.
  • 5
  • [ 25753-16-6 ]
  • [ 5720-07-0 ]
  • [ 6185-76-8 ]
YieldReaction ConditionsOperation in experiment
89% With bis-triphenylphosphine-palladium(II) chloride; quartz; potassium carbonate at 110℃; for 8h; Inert atmosphere; 14 Synthesis of 4-methoxy-4'-trifluoromethylbenzophenone In a 25 ml two-necked flask, p-trifluoromethylbenzoic anhydride (0.1 mmol), 4-methoxyphenylboric acid (0.11 mmol), bis(triphenylphosphine)palladium dichloride (1% mol), powdered potassium carbonate (0.165 mmol), quartz sand (2.5 g), and a magnet were added. After mixing evenly under a nitrogen atmosphere, the system was placed at 110° C. for 8 hours without stirring. After the reaction was completed, it was cooled to room temperature. Ethyl acetate (10 ml) was added to the reaction system, and it was stirred for another 15 minutes. The organic phase was filtered to obtain the organic phase, and the solvent was removed. The target product 4-methoxy-4′-trifluoromethylbenzophenone was obtained by recrystallization with ethyl acetate and n-hexane in a yield of 89%.
89% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate at 110℃; for 8h; Inert atmosphere;
 

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