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Chemical Structure| 111479-08-4 Chemical Structure| 111479-08-4

Structure of 111479-08-4

Chemical Structure| 111479-08-4

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Product Details of [ 111479-08-4 ]

CAS No. :111479-08-4
Formula : C12H16O4
M.W : 224.25
SMILES Code : CC(OC1=CC=C(OC)C=C1)C(OCC)=O
MDL No. :MFCD16041984

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Application In Synthesis of [ 111479-08-4 ]

* 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 [ 111479-08-4 ]

[ 111479-08-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 111479-08-4 ]
  • [ 13794-15-5 ]
YieldReaction ConditionsOperation in experiment
89% Dissolve preparation 26 (983mg, 4.4mmol) in methanol (10ml) and add to this 1N NaOH (10ml). Stir at room temperature for 12 hrs. Then, evaporate the solvent, dissolve the residue in 1N HC1 (20 ml), and extract with ethyl acetate. Combine the organics, dry over MgSO4, and evaporate. Use this crude product (767. 5mg, 89%) without further purification. MS = 195 (M-H-); 214 (M+NH4+).
In methanol; water; Step 2 143.55 g of the product of step 1 are dissolved in 200 ml of methanol, 69 ml of Claisen reagent (obtained by dissolving 35 g of potassium hydroxyde in 25 ml of water, followed by addition of 100 ml of methanol and cooling) are added dropwise to the resulting solution, whereupon the reaction mixture is stirred until the pH is neutral. The reaction mixture is then poured into water, acidified with 2n hydrochloric acid and extracted twice with ethyl acetate. The united ethyl acetate phases are washed neutral and concentrated, whereupon the resulting residue is crystallized from ethyl acetate/hexane. The filtrate obtained from crystallization is concentrated and the resulting residue is crystallized from a mixture of ethylene chloride/hexane, whereby 34.7 g of D-2-[4-methoxyphenoxy]propionic acid are obtained: m.p. 60-62 C.; [alpha]D22 =+19,813 in chloroform.
 

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