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Chemical Structure| 35237-64-0 Chemical Structure| 35237-64-0

Structure of 35237-64-0

Chemical Structure| 35237-64-0

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Product Details of [ 35237-64-0 ]

CAS No. :35237-64-0
Formula : C14H26O
M.W : 210.36
SMILES Code : CC/C=C\CCCCCCCCCC=O
English Name :(Z)-Tetradec-11-enal
MDL No. :MFCD00798086

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Application In Synthesis of [ 35237-64-0 ]

* 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 [ 35237-64-0 ]

[ 35237-64-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 35237-64-0 ]
  • [ 108-24-7 ]
  • [ 20711-10-8 ]
YieldReaction ConditionsOperation in experiment
Stage #1: (Z)-11-tetradecenal With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 15℃; Inert atmosphere; Stage #2: acetic anhydride With sodium acetate at 60 - 70℃; 4 Example 4. Preparation of (Z)-tetradec-ll-en-l-yl acetate. Under an inert atmosphere, a vessel is charged with (Z)-tetradec-l l-enal (1 mol eq.) and toluene. After cooling to approx. 15 °C, an approx. 70% solution of sodium bis(2- methoxyethoxy)aluminum hydride (approx. 0.5 mol eq.) is added at such a rate that the reaction temperature does not exceed approx. 15 °C. When reduction of the aldehyde is complete the reaction mixture is quenched with an excess of aqueous sulfuric acid. The aqueous layer is separated, and the organic layer is washed with water until the wash water has a neutral pH. The solution is dried by azeotropic distillation with toluene and then cooled to approx. 60 °C. A catalytic amount of anhydrous sodium acetate is added. Then acetic anhydride (approx. 1.2 eq. intermediate) is added at such a rate that the temperature of the reaction mixture does not exceed 70 °C. When the reaction is complete, the reaction mixture is cooled to ambient temperature and quenched with water. The aqueous layer is separated, and the organic layer is purified by distillation to yield (Z)-tetradec- 1 l-en-l-yl acetate.
 

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