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Chemical Structure| 93673-13-3 Chemical Structure| 93673-13-3

Structure of 93673-13-3

Chemical Structure| 93673-13-3

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Product Details of [ 93673-13-3 ]

CAS No. :93673-13-3
Formula : C13H20O
M.W : 192.30
SMILES Code : C[C@H](C1=CC=C(CC(C)C)C=C1)CO

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Application In Synthesis of [ 93673-13-3 ]

* 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 [ 93673-13-3 ]

[ 93673-13-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 51146-57-7 ]
  • [ 93673-13-3 ]
  • 2
  • [ 67-56-1 ]
  • sodium dichromate dihydrate [ No CAS ]
  • [ 51146-57-7 ]
  • [ 2472-88-0 ]
  • [ 93673-13-3 ]
  • [ 114937-27-8 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride; sulfuric acid; calcium chloride; sodium hydrogencarbonate; In diethyl ether; ethanol; dichloromethane; benzene; B) (2R)-2-(4-isobutylphenyl)-propanal <strong>[51146-57-7](2R)-2-(4-isobutylphenyl)-propanoic acid</strong> (41.7 g) is added to benzene (40 ml) and thionyl chloride (29.3 ml). This solution is refluxed for 4 hours. In vacuo evaporation of benzene and of non-reacted thionyl chloride leaves a residue which is taken up many times with benzene followed by evaporation in order to completly remove thionyl chloride. (2R)-2-(4-isobutylphenyl)-propanoyl chloride is so obtained as a colourless oil; yield, 45.8 g. An aliquot of this chloride (24.5 g; 0.109 moles) is added dropwise to methyl alcohol (100 ml) under stirring at 10°C. This mixture is allowed to stand at room temperature for 48 hours and then is evaporated to dryness. The residue is taken up with ethyl ether and washed with a 5percent aqueous solution of sodium bicarbonate. The ethereal solution is dried and evaporated to dryness. Methyl (2R)-2-(4-isobutylphenyl)-propanoare is so obtained. Yield, 23.8 g. An aliquot of this ester (23.5 g; 0.106 moles) is dissolved in anhydrous ethyl alcohol (150 ml). To this solution, sodium hydride (5.2 g; 0.138 moles) and calcium chloride are added portionwise while keeping the reaction mixture under stirring at -20°C and in nitrogen atmosphere. This reaction mixture is filtered to discharge the inorganic salt and the filtrate is evaporated to dryness under reduced pressure. The oily residue is dissolved in ethyl ether and this solution is washed with water till neutral. The organic phase is dried on sodium sulfate and then evaporated to dryness. (2R)-2-(4-isobutylphenyl)-propane-1-ol (19.5 g; 95.7percent) is so obtained. An aliquot of this alcohol (18 g; 0.094 moles) is dissolved in methylene chloride (270 ml). This solution is shaked for 10 minutes in a separatory funnel together with a 3M solution of sulfuric acid containing sodium bichromate dihydrate (8.48 g; 0.028 moles) and tetrabutylammonium acid sulfate (3.17 g; 0.009 moles). The organic phase is separated, washed, dried on sodium sulfate and evaporated to dryness under reduced pressure. The desired aldehyde is so obtained as a green oil. Yield, 17.54 g.
 

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