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Chemical Structure| 269409-98-5 Chemical Structure| 269409-98-5

Structure of 269409-98-5

Chemical Structure| 269409-98-5

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Product Details of [ 269409-98-5 ]

CAS No. :269409-98-5
Formula : C15H21BO5
M.W : 292.14
SMILES Code : O=CC1=CC(B2OC(C)(C)C(C)(C)O2)=C(OC)C(OC)=C1

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Application In Synthesis of [ 269409-98-5 ]

* 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 [ 269409-98-5 ]

[ 269409-98-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 32024-15-0 ]
  • [ 25015-63-8 ]
  • [ 269409-98-5 ]
YieldReaction ConditionsOperation in experiment
89%Chromat. [00316] 25 mg of PdCl2[dppf].CH2Cl2 was placed in a reaction tube under nitrogen and added 4 ml dioxane and 0.45 ml triethylamine. The mixture was heated at 80 C. for 19 h to give a brownish solution. To this solution was then added 0.4 ml (2.7 mmol) pinacolborane and 393 mg (1.35 mmol) of <strong>[32024-15-0]3-iodo-4,5-dimethoxybenzaldehyde</strong>. The reaction mixture was heated with stirring to 80 C. and was analysed by gc after 16.5 h and the products identified by gc/ms. The reaction was complete and the product distribution, as gauged by gc peak areas, was desired product 89%, dehalogenated species 7%, starting iodide 1% and phenylboronic acid pinacol ester 2%.[00393] In a reaction tube under nitrogen, a mixture of PdCl2(dppf)CH2Cl2 (21 mg; 0.026 mmol) and triethylamine (0.34 ml; 2.44 mmol) in dioxane (2.5 ml; dried over 4 A sieves) was sealed and stirred at 80 C. overnight (18 h). After cooling to room temperature, HB(pin) (0.19 ml; 1.31 mmol) was added followed by <strong>[32024-15-0]3-iodo-4,5-dimethoxybenzaldehyde</strong> (254 mg; 0.870 mmol) in dioxane (2.5 ml; dried over 4 A sieves) the reaction mixture was stirred at 80 C. GC analysis after 2 days showed the desired borate compound at 13.2 minutes.
 

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