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Chemical Structure| 177167-61-2 Chemical Structure| 177167-61-2

Structure of 177167-61-2

Chemical Structure| 177167-61-2

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Product Details of [ 177167-61-2 ]

CAS No. :177167-61-2
Formula : C7H5Cl2IO
M.W : 302.92
SMILES Code : OCC1=C(Cl)C=C(I)C=C1Cl

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Application In Synthesis of [ 177167-61-2 ]

* 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 [ 177167-61-2 ]

[ 177167-61-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 3032-81-3 ]
  • [ 68-12-2 ]
  • [ 177167-61-2 ]
YieldReaction ConditionsOperation in experiment
The required (2,6-dichloro- 4-iodophenyl)methanol was prepared as follows: To a solution of 3,5- dichloroiodobenzene (2.72 g; 9.97 mmol) in THF (25 mL) was added lithium diisopropylamide (5.48 mL; 2.00 mol/1; 10.98 mmol), at -78°C. The resulting mixture was stirred for 4.5 hour, and subsequently a solution of N,N- dimethylformamide (1.16 mL, 14.95 mmol) in THF (5 mL) was added dropwise, at -78°C. The resulting reaction mixture was stirred for 2 hours at -40°C.Sbsequently, the reaction was quenched by the addition of a 5percent aqueous NH4CI solution, at -20°C. The resulting mixture was extracted with Et20. The combined organic layers were dried (Na2S04), filtered, and concentrated in vacuo. The residue was purified by column chromatography (S1O2,Et20:hexanes 1:3) to afford the 2,6-dichloro-4-benzaldehyde (0.7 g, 23percent). To a solution of 2,6-dichloro-4-benzaldehyde (450 mg, 1.27 mmol) in MeOH (15 mL) was added NaBH4 (72.14 mg; 1.91 mmol), in small portions, at 0°C. After the addition was complete the mixture was allowed to warm to RT and stirred for one hour. Subsequently, the mixture was cooled to 0°C, water was added, and the MeOH evaporated in vacuo. To the aqueous solution was added a 5percent aqueous NaHC03 solution and EtOAc. The layers were separated and the organic layer was dried (Na2S04), filtered and concentrated in vacuo. The residue was purified by column chromatography (dichloromethane/acetone 95:5) to afford (2,6-dichloro-4-iodophenyl)methanol (0.42 g) which was used as such.
 

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