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Chemical Structure| 652-34-6 Chemical Structure| 652-34-6

Structure of 652-34-6

Chemical Structure| 652-34-6

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Product Details of [ 652-34-6 ]

CAS No. :652-34-6
Formula : C7H2F4O3
M.W : 210.08
SMILES Code : O=C(O)C1=C(F)C(F)=C(O)C(F)=C1F
MDL No. :MFCD00129952
InChI Key :FTLHGQOBAPTEHE-UHFFFAOYSA-N
Pubchem ID :98835

Safety of [ 652-34-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 652-34-6 ]

* 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 [ 652-34-6 ]

[ 652-34-6 ] Synthesis Path-Downstream   1~56

  • 2
  • [ 2002-99-5 ]
  • [ 652-34-6 ]
  • 3
  • [ 602-94-8 ]
  • [ 652-18-6 ]
  • [ 652-34-6 ]
  • 6
  • [ 64-17-5 ]
  • [ 652-34-6 ]
  • [ 123270-98-4 ]
  • 7
  • [ 115-20-8 ]
  • [ 652-34-6 ]
  • [ 562070-99-9 ]
  • 8
  • [ 652-34-6 ]
  • aminomethylated polystyrene [ No CAS ]
  • (polystyrene resin)-NH-C(O)-p-C6F6-OH [ No CAS ]
  • 9
  • 2-[(2-pyridin-2-ylquinoline-4-carbonyl)amino]ethylammonium chloride [ No CAS ]
  • [ 652-34-6 ]
  • 2-pyridin-2-yl-quinoline-4-carboxylic acid [2-(2,3,5,6-tetrafluoro-4-hydroxy-benzoylamino)-ethyl]-amide [ No CAS ]
  • 11
  • [ 652-34-6 ]
  • [ 562071-00-5 ]
  • 12
  • [ 652-34-6 ]
  • [ 562071-03-8 ]
  • 13
  • [ 652-34-6 ]
  • [ 562071-02-7 ]
  • 14
  • [ 652-34-6 ]
  • [ 562071-01-6 ]
  • 15
  • [ 652-34-6 ]
  • C27H5F13O8 [ No CAS ]
  • 16
  • [ 652-34-6 ]
  • C41H17F13O8 [ No CAS ]
  • 17
  • [ 652-34-6 ]
  • C41H13F13O10 [ No CAS ]
  • 21
  • [ 652-34-6 ]
  • Ethyl 2,3,5,6-tetrafluoro-4-[(E,E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yloxy]benzoate [ No CAS ]
  • 22
  • [ 652-34-6 ]
  • Benzyl 2,4,6-tris(benzyloxy)-3,5-difluorobenzoate [ No CAS ]
  • 23
  • [ 652-34-6 ]
  • Sodium 2,3,5,6-tetrafluoro-4-[(E,E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yloxy]benzoate [ No CAS ]
  • 24
  • [ 434-64-0 ]
  • [ 652-34-6 ]
  • 25
  • [ 652-34-6 ]
  • C8H3F5NOPol [ No CAS ]
YieldReaction ConditionsOperation in experiment
51.2 g of polystyrene-aminomethyl resin (loading 1.36 mmol/g, 69.6 mmol; from Argonaut Technologies, USA) are suspended in 700 ml of DMF. 41.6 g (107.8 mmol) of HOBt and 24.1 g (114.8 mmol) of 4-hydroxy-2,3,5,6-tetrafluoro-benzoic acid are added. After 15 min, 16.9 ml (107.8 mmol) of N,N'-diisopropylcarbodiimide are added to the reaction mixture while stirring gently, and it is then stirred overnight. It is filtered, and the remaining resin is washed with DMF. The resulting resin is resuspended in 450 ml of DMF, mixed with 8.26 ml (83.5 mmol) of piperidine and shaken. After 2 h, filtration is repeated and the remaining resin is added to a solution of 120 ml of 1 M hydrochloric acid in 500 ml of DMF and shaken for a further 2 h. Renewed filtration is followed by washing with 500 ml each of DMF, THF and DCM. Drying in vacuo at 50 C. results in 77.2 g of the polymer-bound title compound.
  • 27
  • [ 553-26-4 ]
  • [ 5970-45-6 ]
  • [ 652-34-6 ]
  • [Zn2(4,4'-bipyridine)(2,3,5,6-tetrafluoro-4-hydroxybenzoate)2]*(4,4'-bipyridine) [ No CAS ]
  • 28
  • [ 553-26-4 ]
  • cobalt(II) chloride hexahydrate [ No CAS ]
  • [ 652-34-6 ]
  • [Co2(4,4'-bipyridine)(2,3,5,6-tetrafluoro-4-hydroxybenzoate)2]*(4,4'-bipyridine) [ No CAS ]
  • 29
  • [ 475289-85-1 ]
  • [ 652-34-6 ]
  • [ 1257325-77-1 ]
  • 30
  • [ 67-56-1 ]
  • [ 652-34-6 ]
  • [ 58286-07-0 ]
YieldReaction ConditionsOperation in experiment
90% With sulfuric acid; for 16h;Reflux; To a solution of <strong>[652-34-6]2,3,5,6-tetrafluoro-4-hydroxybenzoic acid</strong> hydrate (5.2 g, 22.8 mmol) in methanol (400 ml) concentrated sulphuric acid (98%, 2 ml)was added. The solutionwas heated to reflux for 16 h. TLC was used to monitor the reaction. After the complete conversion, methanol was removed, and then water (100 ml) was added to the residual. Dichloromethane was used to extract the product from aqueous solution. The extract was dried over anhydrous magnesium sulphate, and the solvent was removed under reduced pressure to give white solid methyl 2,3,5,6-tetrafluoro-4-hydroxybenzoate (5.01 g, yield 90%). 1H NMR, CD3OD: 4.92(br s,1H, OH), 3.92 (s, 3H, COOCH3). 13C NMR, CD3OD: 162.7 (s, COO),148.70e138.12 (m, Ar CF), 53.16 (s, CH3). 19F NMR, CD3OD: -144.12 (m, 2F), -165.99 (m, 2F) To a solution of methyl 2,3,5,6-tetrafluoro-4-hydroxybenzoate (1.02 g, 4.55 mmol) in anhydrous THF (10 ml) was added a solution of thallium ethoxide (1.19 g, 4.78 mmol, 1.05 eq) in anhydrous THF (5 ml). The white solid was formed and the suspension was stirred for further 3 h. The white solid was collected, washed with anhydrous THF, dried under reduced pressure, to give product Tl-6 (1.82 g, yield 90%). 1H NMR, CD3OD: 3.92 (s, 3H, COOCH3). 13C NMR, CD3OD: 162.7 (s, COO), 148.70e138.12 (m, Ar CF), 53.16 (s, CH3). 19F NMR, CD3OD: -144.12 (m, 2F), -165.99 (m, 2F).
  • 38
  • N-mono-trityl 1,6-diaminohexane acetic acid salt [ No CAS ]
  • [ 652-34-6 ]
  • 2,3,5,6-tetrafluoro-4-hydroxy-N-(6-(tritylamino)hexyl)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% Mono-trityl 1,6-diaminohexane acetic acid salt (9a) (117.2 mg, 0.28 mmol) was taken up in DCM and washed with sat. aq. NaHC03, dried over Na2S04 and concentrated in vacuo. The amine was dissolved in DMF and HOBt monohydrate (43 mg, 0.28 mmol, 1 equiv.), EDC (54 mg, 0.28 mmol, 1 equiv.) and 2,3,5,6- tetrafluoro-4-hydroxybenzoic acid (12) (59 mg, 0.28 mmol, 1 equiv.) were added and the reaction mixture was stirred overnight, before being concentrated in vacuo. The crude was purified by flash column chromatography (15% -> 30% ethyl acetate in hexane) to yield 90 mg (0.16 mmol, 58% isolated yield).
58% Mono-trityl 1,6-diaminohexane acetic acid salt (9a) (117.2 mg, 0.28 mmol) was taken up in DCM and washed with sat. aq. NaHC03, dried over Na2S04 and concentrated in vacuo. The amine was dissolved in DMF and HOBt monohydrate (43 mg, 0.28 mmol, 1 equiv.), EDC (54 mg, 0.28 mmol, 1 equiv.) and 2,3,5,6- tetrafluoro-4-hydroxybenzoic acid (12) (59 mg, 0.28 mmol, 1 equiv.) were added and the reaction mixture was stirred overnight, before being concentrated in vacuo. The crude was purified by flash column chromatography (15% -> 30% ethyl acetate in hexane) to yield 90 mg (0.16 mmol, 58% isolated yield).
  • 39
  • N-mono-trityl 1,6-diaminohexane acetic acid salt [ No CAS ]
  • [ 652-34-6 ]
  • C42H53F4N5O8*C2HF3O2 [ No CAS ]
  • 40
  • N-mono-trityl ethylenediamine acetic acid salt [ No CAS ]
  • [ 652-34-6 ]
  • 2,3,5,6-tetrafluoro-4-hydroxy-N-(2-(tritylamino)ethyl)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% Mono-trityl ethylenediamine acetic acid salt (9b) (100 mg, 0.28 mmol) was taken up in DCM and washed with sat. aq. NaHC03, dried over Na2S04 and concentrated in vacuo. The amine was dissolved in DMF and HOBt monohydrate (43 mg, 0.28 mmol, 1 equiv.), EDC (54 mg, 0.28 mmol, 1 equiv.) and 2,3,5,6- tetrafluoro-4-hydroxybenzoic acid (12) (59 mg, 0.28 mmol, 1 equiv.) were added and the reaction mixture was stirred overnight, before being concentrated in vacuo. The crude was purified by flash column chromatography (20% -> 35% ethyl acetate in hexane) to yield 90 mg (0.18 mmol, 65% isolated yield). 1H NMR (400 MHz, DMSO) δ = 8.77 (t, J=6.0, 1H), 7.39 (d, J=7.8, 6H), 7.27 (t, J=7.7, 6H), 7.17 (t, J=7.2, 3H), 3.40 - 3.35 (m, 2H), 2.86 - 2.77 (m, 1H), 2.14 - 2.04 (m, 2H).
65% Mono-trityl ethylenediamme acetic acid salt (9b) (100 mg, 0.28 mmol) was taken up in DCM and washed with sat. aq. NaHC03, dried over Na2S04 and (0224) concentrated in vacuo. The amine was dissolved in DMF and HOBt monohydrate (43 mg, 0.28 mmol, 1 equiv.), EDC (54 mg, 0.28 mmol, 1 equiv.) and 2,3,5,6- tetrafluoro-4-hydroxybenzoic acid (12) (59 mg, 0.28 mmol, 1 equiv.) were added and the reaction mixture was stirred overnight, before being concentrated in vacuo. The crude was purified by flash column chromatography (20% -> 35% ethyl acetate in hexane) to yield 90 mg (0.18 mmol, 65% isolated yield). lH NMR (400 MHz, DMSO) δ = 8.77 (t, 7=6.0, 1H), 7.39 (d, 7=7.8, 6H), 7.27 (t, 7=7.7, 6H), 7.17 (t, 7=7.2, 3H), 3.40 - 3.35 (m, 2H), 2.86 - 2.77 (m, 1H), 2.14 - 2.04 (m, 2H).
  • 41
  • [ 652-34-6 ]
  • dibenzyl [2,3,5,6-tetrafluoro-4-(hydroxymethyl)phenyl] phosphate [ No CAS ]
  • 42
  • [ 652-34-6 ]
  • [ 61596-38-1 ]
  • 43
  • [ 652-34-6 ]
  • 4-[bis(benzyloxy)phosphoryl]oxy}-2,3,5,6-tetrafluorobenzyl (4-methyl-2-oxo-2H-chromen-7-yl)carbamate [ No CAS ]
  • 44
  • N-mono-trityl 1,6-diaminohexane acetic acid salt [ No CAS ]
  • [ 652-34-6 ]
  • C43H53F4N5O9*C2HF3O2 [ No CAS ]
  • 45
  • [ 602-94-8 ]
  • difluoromaleic acid [ No CAS ]
  • [ 392-47-2 ]
  • [ 652-34-6 ]
  • 46
  • [ 100-39-0 ]
  • [ 652-34-6 ]
  • [ 210228-13-0 ]
YieldReaction ConditionsOperation in experiment
With caesium carbonate; In N,N-dimethyl-formamide; at 20℃; for 24h;Cooling with ice; Cesium carbonate excess of the catalyst base (56.14g, 172.3mmol) and methyl 2, 3-difluoro-4-hydroxybenzoic acid (15g, 86.2mmol) for N, paste has better mouth feeling and agitating N-dimethylformamide was dissolved. Then the first bath freezing (ice bath) using benzyl bromide (10.3 ml, 86.2mmol) a blended 24 houses an mix solution which is then reacted time at room temperature. Excess distilled water of agent is placed a request of the reaction, until is pH2 to the precipitation the dripped into HCl. To filter out precipitate a solid product in the form of a powder (yield: 74.6%)of title compound are obtained.
  • 47
  • [ 71-36-3 ]
  • [ 652-34-6 ]
  • butyl 2,3,5,6-tetra-fluoro-4-hydroxybenzoate [ No CAS ]
  • 48
  • [ 652-34-6 ]
  • C23H18F4O [ No CAS ]
  • 49
  • (2-aminoethyl)trimethylammonium trifluoroacetate [ No CAS ]
  • [ 652-34-6 ]
  • C12H15F4N2O2(1+)*C2F3O2(1-) [ No CAS ]
  • 50
  • [ 652-34-6 ]
  • C24H28F4N2O4Si2(1+) [ No CAS ]
  • 51
  • [ 652-34-6 ]
  • C36H49F4N9O8(2+)*2C2F3O2(1-) [ No CAS ]
  • 52
  • [ 652-34-6 ]
  • C23H23F4N6O6(1+)*C2F3O2(1-) [ No CAS ]
  • 53
  • [ 14648-57-8 ]
  • [ 652-34-6 ]
  • C19H20F4O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
2.31 parts of the salt represented by formula (I-1-a) and 20 parts of acetonitrile are mixed,The mixture was stirred at 23 C for 30 minutes.1.80 parts of carbonyldiimidazole was added to the obtained mixed solution,The mixture was stirred at 60 C for 2 hours.2.17 parts of the compound represented by the formula (I-27-b) was added to the obtained reaction solution, and the mixture was stirred at 60 C. for 2 hours and then cooled to 23 C. Chloroform (40 parts) and ion-exchanged water (20 parts) were added to the obtained reaction mixture, and the mixture was stirred at 23 C. for 30 minutes, then, separated, and the organic layer was taken out. 20 parts of ion-exchanged water was added to the obtained organic layer, the mixture was stirred at 23 C. for 30 minutes, and then liquid-separated to take out the organic layer. This water washing operation was repeated 5 times. The obtained organic layer was concentrated, and the concentrated mixture was applied to a column (silica gel 60N (spherical, neutral) 100-210 μm; manufactured by Kanto Chemical Co., Inc., developing solvent: n-heptane / ethyl acetate = 1/1). By fractionating, 2.18 parts of a compound represented by the formula (I-27-c) was obtained.
  • 54
  • [ 625122-36-3 ]
  • [ 652-34-6 ]
  • C20H20F4O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
2.31 parts of the compound represented by the formula (I-1-a), 10 parts of dimethylformamide and carbonic acidAfter mixing 0.80 parts of potassium and stirring at 23 C for 30 minutes, the mixture was further stirred at 80 C for 1 hour.I stirred. The obtained mixed solution was added with 2.93 parts of a compound represented by the formula (I-211-b) and a yolk.Add 0.05 parts of potassium iodide,After stirring at 80 C for 6 hours, the mixture was cooled to 23 C.20 parts of chloroform and 10 parts of ion-exchanged water were added to the obtained reaction mixture, and the mixture was heated at 23 C. for 30 minutes.After stirring for a while, the layers were separated and the organic layer was taken out. To the obtained organic layer, 10 parts of ion-exchanged water was added, and the mixture was stirred at 23 C. for 30 minutes, then liquid-separated, and the organic layer was taken out. This water washing operation was repeated 3 times. The obtained organic layer was concentrated, and the concentrated mixture was subjected to a column (silica gel 60N (spherical, neutral) 100-210 μm; manufactured by Kanto Chemical Co., Inc., developing solvent: n-heptane / ethyl acetate = 1/1). By collecting3.92 parts of the compound represented by the formula (I-211-c) was obtained.
  • 55
  • [ 652-34-6 ]
  • C23H21F6O9S(1-)*C18H12F3S(1+) [ No CAS ]
  • 56
  • [ 652-34-6 ]
  • C22H19F6O9S(1-)*C18H15S(1+) [ No CAS ]
 

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Technical Information

• Acidity of Phenols • Alkyl Halide Occurrence • Arndt-Eistert Homologation • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Chan-Lam Coupling Reaction • Clemmensen Reduction • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Electrophilic Substitution of the Phenol Aromatic Ring • Etherification Reaction of Phenolic Hydroxyl Group • Fischer Indole Synthesis • Grignard Reaction • Halogenation of Phenols • Henry Nitroaldol Reaction • Horner-Wadsworth-Emmons Reaction • Hunsdiecker-Borodin Reaction • Hydride Reductions • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Oxidation of Phenols • Passerini Reaction • Paternò-Büchi Reaction • Pechmann Coumarin Synthesis • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Preparation of Carboxylic Acids • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Carboxylic Acids • Reformatsky Reaction • Reimer-Tiemann Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Stobbe Condensation • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

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