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[ CAS No. 238418-75-2 ] {[proInfo.proName]}

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Chemical Structure| 238418-75-2
Chemical Structure| 238418-75-2
Structure of 238418-75-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 238418-75-2 ]

CAS No. :238418-75-2 MDL No. :MFCD00798369
Formula : C10H11FN2O3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 226.20 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 238418-75-2 ]

* 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 [ 238418-75-2 ]

[ 238418-75-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 110-91-8 ]
  • [ 446-09-3 ]
  • [ 238418-75-2 ]
YieldReaction ConditionsOperation in experiment
at 120℃; for 2h; (i) <strong>[446-09-3]1-bromo-4-fluoro-2-nitrobenzene</strong> (1.78 g, 8.09 mmol) and morpholine (2.12 ml, 24.3 mmol) were stirred at 120 0C for 2 hours. The reaction mixture was allowed to cool, the insoluble material was filtered off and washed with dichloromethane. The filtrate was reduced in vacuo and purified by flash-silica gel chromatography, eluting with a 0-20% gradient of ethyl acetate in isohexane to yield 4-(4-fluoro-2- nitrophenyl)morpholine (1.51 g) as a bright orange oil that crystallised upon standing.
  • 2
  • [ 110-91-8 ]
  • [ 446-09-3 ]
  • [ 30483-76-2 ]
  • [ 238418-75-2 ]
YieldReaction ConditionsOperation in experiment
3.5%; 77% In neat (no solvent); at 120℃; for 2h; A solution of commercially available <strong>[446-09-3]2-bromo-5-fluoronitrobenzene</strong> (1.78 g, 8.09 mmol) and morpholine (2.12 mL, 24.3 mmol) was heated for 2 h at 120 C using a Biotage Initiator microwave. The mixture was dissolved in dichloromethane (50 mL) and water (20 mL). The organic phase was separated, dried over Na2S04, filtered and the solvents were removed under reduced pressure. The residue was purified by chromatography on HP-Sil SNAP cartridges using a Biotage Isolera system employing an ethyl acetate/n-heptane gradient (5/95->40/60) to afford the less polar title compound as a bright orange oil which became a solid by standing at room temperature (1.41 g, 77 %). The more polar by-product was isolated as a yellow solid (0.064 g, 3.5 %). Less polar title compound: 1H-NMR (400 MHz, CDCI3): delta = 3.00-3.04 (m, 4H), 3.82-3.86 (m, 4H), 7.18-7.22 (m, 1 H), 7.25-7.30 (m, 1 H), 7.53 (dd, 1 H) More polar by-product: 1H-NMR (400 MHz, CDCI3): delta = 3.18-3.22 (m, 4H), 3.86-3.90 (m, 4H), 6.93 (dd, 1 H), 7.31 (d, 1 H), 7.55 (d, 1 H)
3.5%; 77% at 120℃; for 2h; (0677) Step A (0678) A solution of commercially available <strong>[446-09-3]2-bromo-5-fluoronitrobenzene</strong> (1.78 g, 8.09 mmol) and morpholine (2.12 mL, 24.3 mmol) was heated for 2 h at 120 C. using a Biotage Initiator microwave. The mixture was dissolved in dichloromethane (50 mL) and water (20 mL). The organic phase was separated, dried over Na2SO4, filtered and the solvents were removed under reduced pressure. The residue was purified by chromatography on HP-Sil SNAP cartridges using a Biotage Isolera system employing an ethyl acetate/n-heptane gradient (5/95->40/60) to afford the less polar title compound as a bright orange oil which became a solid by standing at room temperature (1.41 g, 77%). The more polar by-product was isolated as a yellow solid (0.064 g, 3.5%). (0679) Less polar title compound: 1H-NMR (400 MHz, CDCl3): delta=3.00-3.04 (m, 4H), 3.82-3.86 (m, 4H), 7.18-7.22 (m, 1H), 7.25-7.30 (m, 1H), 7.53 (dd, 1H). (0680) More polar by-product: 1H-NMR (400 MHz, CDCl3): delta=3.18-3.22 (m, 4H), 3.86-3.90 (m, 4H), 6.93 (dd, 1H), 7.31 (d, 1H), 7.55 (d, 1H).
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