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[ CAS No. 160503-79-7 ] {[proInfo.proName]}

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Chemical Structure| 160503-79-7
Chemical Structure| 160503-79-7
Structure of 160503-79-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 160503-79-7 ]

CAS No. :160503-79-7 MDL No. :MFCD18887990
Formula : C8H7FOS Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 170.20 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 160503-79-7 ]

* 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 [ 160503-79-7 ]

[ 160503-79-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 91524-70-8 ]
  • [ 33513-42-7 ]
  • [ 160503-79-7 ]
YieldReaction ConditionsOperation in experiment
52% With n-butyllithium In tetrahydrofuran; hexane at -78 - -70℃; for 0.5h; Inert atmosphere; 5-fluoro-2-(methylsulfanyl)benzaldehyde n-BuLi in hexane (2.5 M, 0.4 mL, 1 mmol) was added dropwise to a solution of 2-bromo- 4-fluoro-1-(methylsulfanyl)benzene (221.0 mg, 1 mmol) in dry THF (10 mL) at -78 °C under N2(g), so the temperature was maintained below -70 °C. DMF (80.0 mg, 1.1 mmol) was added and the reaction stirred at -78°C for a further 30 mins. The resulting mixture was quenched by the addition of ice-cold sat. aq. NH4CI soln. (10 mL), warmed to rt and extracted with EtOAc (10 mL). The organic extracts were washed with saturated brine (10 mL), dried (MgS0 ), concentrated in vacuo and purified by column chromatography on silica gel eluting with heptanes: EtOAc (95:5) to afford the title compound as colourless oil, 88 mg, 52%. 1 H NMR (CDCIs, 400MHz): d_2.51 (s, 3H), 7.25-7.30 (m, 1 H), 7.35-7.39 (m, 1 H), 7.52- 7.56 (m, 1 H), 10.35 (s, 1 H).
52% With n-butyllithium In tetrahydrofuran; hexane at -78 - -70℃; for 0.5h; Inert atmosphere; 5-Fluoro-2-(methylsulfanyl)benzaldehyde n-BuLi in hexane (2.5 M, 0.4 ml, 1 mmol) was added dropwise to a solution of 2-bromo- 4-fluoro-1-(methylsulfanyl)benzene (221.0 mg, 1 mmol) in dry THF (10 ml) at -78°C under N2 atmosphere, so the temperature was maintained below -70°C. DMF (80.0 mg, 1.1 mmol) was added and the reaction stirred at -78°C for a further 30 mins. The resulting mixture was quenched by the addition of ice-cold sat. aq. NH4CI solution (10 ml), warmed to rt and extracted with EtOAc (10 ml). The organic extracts were washed with saturated brine (10 ml), dried (MgS04), concentrated in vacuo and purified by column chromatography on silica gel eluting with heptanes: EtOAc (95:5) to afford the title compound as colourless oil (88 mg, 52%). 1 H NMR (CDCIs, 400MHz): d: 10.35 (s, 1 H); 7.52-7.56 (m, 1 H); 7.35-7.39 (m, 1 H), 7.25- 7.30 (m, 1 H); 2.51 (s, 3H).
52% With n-butyllithium In tetrahydrofuran; hexane at -78 - -70℃; for 0.5h; Inert atmosphere; 7 5-fluoro-2-(methylsulfanyl)benzaldehyde n-BuLi in hexane (2.5 M, 0.4 ml_, 1 mmol) was added dropwise to a solution of 2-bromo- 4-fluoro-1-(methylsulfanyl)benzene (221.0 mg, 1 mmol) in dry THF (10 mL) at -78 °C under N2(g), so the temperature was maintained below -70 °C. DMF (80.0 mg, 1.1 mmol) was added and the reaction stirred at -78°C for a further 30 mins. The resulting mixture was quenched by the addition of ice-cold sat. aq. NH CI soln. (10 ml_), warmed to rt and extracted with EtOAc (10 ml_). The organic extracts were washed with saturated brine (10 ml_), dried (MgS04), concentrated in vacuo and purified by column chromatography on silica gel eluting with heptanes:EtOAc (95:5) to afford the title compound as colourless oil, 88 mg, 52%. 1H NMR (CDC , 400MHz): d_2.51 (s, 3H), 7.25-7.30 (m, 1H), 7.35-7.39 (m, 1H), 7.52- 7.56 (m, 1 H), 10.35 (s, 1 H).
52% Stage #1: 2-bromo-4-fluoro-1-(methylsulfanyl)benzene With n-butyllithium In tetrahydrofuran; hexane at -78 - -70℃; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78℃; for 0.5h; 1 5-Fluoro-2-(methylsulfanyl)benzaldehyde n-BuLi in hexane (2.5 M, 0.4 ml, 1 mmol) was added dropwise to a solution of 2-bromo- 4-fluoro-1-(methylsulfanyl)benzene (221.0 mg, 1 mmol) in dry THF (10 ml) at -78°C under N2 atmosphere, so the temperature was maintained below -70°C. DMF (80.0 mg, 1.1 mmol) was added and the reaction stirred at -78°C for a further 30 mins. The resulting mixture was quenched by the addition of ice-cold sat. aq. NH4CI solution (10 ml), warmed to rt and extracted with EtOAc (10 ml). The organic extracts were washed with saturated brine (10 ml), dried (MgSO4), concentrated in vacuo and purified by column chromatography on silica gel eluting with heptanes: EtOAc (95:5) to afford the title compound as colourless oil (88 mg, 52%). (0330) 1H NMR (CDCl3, 400MHz): d: 10.35 (s, 1H); 7.52-7.56 (m, 1H); 7.35-7.39 (m, 1H), 7.25- 7.30 (m, 1H); 2.51 (s, 3H).

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