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[ CAS No. 886615-31-2 ] {[proInfo.proName]}

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Chemical Structure| 886615-31-2
Chemical Structure| 886615-31-2
Structure of 886615-31-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 886615-31-2 ]

CAS No. :886615-31-2 MDL No. :MFCD18447606
Formula : C7H5BrClFO Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 239.47 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 886615-31-2 ]

* 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 [ 886615-31-2 ]

[ 886615-31-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 886615-30-1 ]
  • [ 886615-31-2 ]
YieldReaction ConditionsOperation in experiment
94% Stage #1: 3-bromo- 6-chloro-2-fluorobenzaldehyde With lithium aluminium tetrahydride In tetrahydrofuran at -78 - 20℃; Stage #2: With hydrogenchloride; water In tetrahydrofuran 8 Preparation 8; (3-bromo-6-chloro-2-fluoro-phenyl)methanol; Add IM LAH in THF (20 mL, 20 mmol) to 3-bromo-6-chloro-2-fluoro- benzaldehyde (Preparation 7) (4.9 g, 20 mmol) in THF (20 mL) at -780C. Stir for 15 minutes and warm up to room temperature. Add reaction mixture into ice and water. Add IM HCl (5 mL, 5 mmol) to dissolve the solid. Extract the mixture with ethyl acetate (50 mL), dry with magnesium sulfate, filter and evaporate solvent under reduced pressure to obtain 4.6 g (94 %) of the title compound as a white solid.
Stage #1: 3-bromo- 6-chloro-2-fluorobenzaldehyde With sodium tetrahydroborate In ethanol at 20℃; for 1h; Stage #2: With water In ethanol 15 15. Preparation of (3-bromo-6-chloro-2-fluorophenyl) methanol; To a solution of 3-bromo-6-chloro-2-fluorobenzaldehyde (20.0 g, 0.084 mol) in ethanol (250 mL) was added sodium borohydride (6.4 g, 0.168 mol) and the reaction mixture was stirred at ambient temperature for 1 hour. The mixture was diluted with water (300 mL) and extracted with ethyl acetate (2×200 mL), dried (sodium sulfate) and concentrated. The crude solid was recrystallized from hexanes to give (3-bromo-6-chloro-2-fluorophenyl) methanol (10.4 g, 0.043 mol): 1H NMR (CDCl3): δ 7.50 (m, 1H), 7.15 (dt, 1H), 4.90 (s, 2H), 2.10 (bs, 1H).
  • 2
  • [ 886615-31-2 ]
  • [ 886615-32-3 ]
YieldReaction ConditionsOperation in experiment
30% With phosphorus tribromide In dichloromethane at 0℃; for 0.333333h; 9 Preparation 9; 1 -bromo- 3 -bromomethyl -4-chloro-2-fluorobenzene; Add phosphorous tribromide (1.8 mL, 19.2 mmol) to (3-bromo-6-chloro-2-fluoro- phenyl)methanol (Preparation 8) (4.6 g, 19 mmol) in dichloromethane (50 mL) at O0C. Stir for 20 minutes. Add the reaction mixture into ice and water. Extract with dichloromethane (100 mL), dry with magnesium sulfate, filter and evaporate solvent under reduced pressure. Purify the residue by biotage chromatography to yield the product to give 1.7 g (30 %) of the title compound as a white solid.
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