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[ CAS No. 399-25-7 ] {[proInfo.proName]}

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Chemical Structure| 399-25-7
Chemical Structure| 399-25-7
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Product Details of [ 399-25-7 ]

CAS No. :399-25-7 MDL No. :MFCD00042451
Formula : C8H6FNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :NKZSNHAEWKEFNE-AATRIKPKSA-N
M.W : 167.14 Pubchem ID :5383481
Synonyms :

Safety of [ 399-25-7 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 399-25-7 ]

* 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 [ 399-25-7 ]

[ 399-25-7 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 75-52-5 ]
  • [ 446-52-6 ]
  • [ 399-25-7 ]
YieldReaction ConditionsOperation in experiment
77.7% 2- fluorobenzaldehyde (7.747g, 62.46mmol), nitromethane (4mL), methanol (10 mL) to prepare a solution; in methanol (60mL), water (30mL), sodium hydroxide (2.5N, 30mL) was prepared as a solution, maintaining the temperature at 5 ; the former solution is added dropwise to the latter solution was added dropwise for about 30-60min, the solution temperature maintained at 5-10 ; after dropwise addition of the above solution was added dropwise to zinc chloride (42.6g, 31.25mmol), concentrated hydrochloric acid (13mL), water (17mL) mixed solution was added dropwise while maintaining a temperature of 0-10 deg.] C, the reaction after 2-4h dropwise at room temperature; after the reaction, reduction pressure filtration with 40% methanol solution of the filter cake was washed several times, that was the pale yellow product 8.1g, yield 77.7%.
With sodium hydroxide; In methanol; water; at -4 - -2℃; for 0.25h; General procedure: Sodium hydroxide (61 mmol) in 15 mL of ice-water was added dropwise to a solution of appropriate aromatic aldehyde (58 mmol) and nitromethane (3.20 mL, 58 mmol) in 250 mL of methanol at -2 to -4C (ice-salt bath). After being stirred at -2 to -4C for 15 min, the solution was added dropwise to 35 mL of 4N aqueous hydrochloric acid while stirring. When the addition was completed, the reaction mixture was extracted with diethyl ether, then the organic layer was washed with a small volume of brine, and dried over anhydrous sodium sulphate. The reaction was monitored by TLC using hexane:ethyl acetate (7:3) as mobile phase and iodine as the detecting agent. Finally, the organic layer was evaporated to give the respective nitrostyrene. The crude product was recrystallized by ethanol [3].
  • 2
  • [ 399-25-7 ]
  • [ 52721-69-4 ]
YieldReaction ConditionsOperation in experiment
With lithium aluminium tetrahydride; In tetrahydrofuran;Reflux; General procedure: Corresponding nitrostyrene (45 mmol) in 200 mL of dry THF was added dropwise to lithium aluminum hydride (180 mmol) in 200 mL of dry THF, and the mixture was refluxed for 2-4 h. The reaction was monitored by TLC using n-butanol:ethanol (3:7) as mobile phase and iodine as a visualizing agent. Then the reaction mixture was treated with 10 mL of water, 10 mL of 15% aqueous sodium hydroxide, and 20 mL of water, filtered, dried over anhydrous sodium sulphate, and evaporated to give crude respective aromatic ethyl amines. The crude product was recrystallized using ethanol [3].
  • 3
  • [ 16940-66-2 ]
  • [ 399-25-7 ]
  • [ 829-85-6 ]
  • [ 934167-92-7 ]
  • 4
  • [ 399-25-7 ]
  • [ 123-54-6 ]
  • [ 1073917-19-7 ]
  • 5
  • [ 399-25-7 ]
  • 2-phenyl-4-isopropyl-5-oxazolone [ No CAS ]
  • [ 1132767-79-3 ]
  • 7
  • [ 36635-61-7 ]
  • [ 399-25-7 ]
  • [ 541-41-3 ]
  • [ 1173094-27-3 ]
  • [ 1173094-30-8 ]
  • 8
  • [ 685-88-1 ]
  • [ 399-25-7 ]
  • [ 1201676-71-2 ]
  • 9
  • [ 399-25-7 ]
  • [ 372-31-6 ]
  • [ 1228935-47-4 ]
  • 10
  • [ 399-25-7 ]
  • [ 504-02-9 ]
  • [ 1228387-94-7 ]
  • [ 1228387-96-9 ]
  • 11
  • [ 399-25-7 ]
  • [ 126-81-8 ]
  • [ 1228387-84-5 ]
  • [ 1228387-85-6 ]
  • 12
  • [ 917473-35-9 ]
  • [ 399-25-7 ]
  • 1-(3-{3-dimethoxymethyl-4-[1-(2-fluoro-phenyl)-2-nitro-ethyl]-phenoxy}-propyl)-piperidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% Step C. 1-(3-{3-Dimethoxymethyl-4-[1-(2-fluoro-phenyl)-2-nitro-ethyl]-phenoxy}-propyl)-piperidine. A -78 C. solution of 5-bromo-4-dimethoxymethyl-2-(3-piperidin-1-yl-propoxy)-pyridine (359 mg, 0.962 mmol) in THF (8 mL) was treated with n-BuLi (2.5 M in hexanes; 0.4 mL). After 20 min at -78 C., the mixture was treated with a solution of <strong>[399-25-7]1-fluoro-2-(2-nitro-vinyl)-benzene</strong> (171 mg, 1.02 mmol) in THF (5 mL). After 20 min at -78 C., the mixture was treated with acetic acid (1 mL) and was allowed to warm to 0 C. The mixture was concentrated and the residue was chromatographed (SiO2; 1-10% 2 M NH3 in MeOH/DCM) to give the title compound (285 mg, 64%) as an oil. MS (ESI): mass calcd. for C24H32FN3O5, 461.23; m/z found, 462.5 [M+H]+. 1H NMR (CDCl3): 8.03 (s, 1H), 7.30-7.24 (m, 2H), 7.15-7.03 (m, 2H), 6.95 (s, 1H), 5.55 (t, 8.2, 1H), 5.43 (s, 1H), 5.02-4.92 (m, 2H), 4.34-4.27 (m 2H), 3.35 (s, 3H), 3.27 (s, 3H), 2.55-2.42 (m, 6H), 2.05-1.95 (m, 2H), 1.69-1.60 (m, 4H), 1.49-1.42 (m, 2H).
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