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Chemical Structure| 139155-54-7 Chemical Structure| 139155-54-7

Structure of 139155-54-7

Chemical Structure| 139155-54-7

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Product Details of [ 139155-54-7 ]

CAS No. :139155-54-7
Formula : C11H14O
M.W : 162.23
SMILES Code : O=CC1=CC=CC(CC(C)C)=C1

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Application In Synthesis of [ 139155-54-7 ]

* 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 [ 139155-54-7 ]

[ 139155-54-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 139155-55-8 ]
  • [ 139155-54-7 ]
  • [ 106-93-4 ]
  • [ 139155-56-9 ]
YieldReaction ConditionsOperation in experiment
With iodine; magnesium; In tetrahydrofuran; hydrogenchloride; hexane; ethyl acetate; Preparation 15 A mixture of <strong>[139155-55-8]1-bromo-3-isobutylbenzene</strong> (3.16 g), magnesium (1.08 g), 1,2-dibromoethane (2.78 g) and iodine (10 mg) in tetrahydrofuran (10 ml) was refluxed for 1.5 hours. The mixture was cooled to 25 C., and a solution of 3-isobutylbenzaldehyde (2.40 g) in tetrahydrofuran (10 ml) was added at 25 C. After stirred for 1 hour at the same temperature, the mixture was poured into a mixture of ethyl acetate and 1N hydrochloric acid. The organic layer was separated, washed with water and brine, and dried over magnesium sulfate. After evaporation of the solvent, the residue was chromatographed on silica gel (200 g) eluding with 5% ethyl acetate in hexane to give bis(3-isobutylphenyl)methanol (2.90 g) as a colorless oil. NMR (CDCl3, delta): 0.89 (12H, d, J=7.5 Hz), 1.70-1.95 (2H, m), 2.46 (4H, d, J=7.5 Hz), 5.80 (1H, s), 6.97-7.09 (2H, m), 7.09-7.30 (6H, m)
  • 2
  • [ 139155-55-8 ]
  • [ 68-12-2 ]
  • [ 139155-54-7 ]
YieldReaction ConditionsOperation in experiment
57% n-Butyl lithium (2.5M in hexanes, 6.4ml, 16.0mmol) was added dropwise over 10 minutes at 00C to a solution of the bromobenzene of Preparation 4 (3.11 g, 14.6mmol) in diethyl ether (30ml). The reaction mixture was stirred at O0C for 15 minutes and then dry N,N-dimethylformamide (1.13ml, 14.6mmol) was added at O0C. The reaction was stirred at O0C for ten minutes, at room temperature for ten minutes and then heated under reflux for four hours. After cooling, the reaction was quenched with water (25ml). The organic phase was separated and the aqueous phase was extracted with more diethyl ether (25ml). The organic phases were combined, washed with water (25ml), dried over magnesium sulphate and concentrated under reduced pressure. The crude product was purified by flash chromatography on silica gel eluting with ethyl acetate: heptane (0:100 to 10:90, by volume) to provide the title compound (1.35g, 57%) as a yellow oil. EPO <DP n="48"/>1H-NMR (400MHz, CD3OD) : delta = 0.92 (d, 6H), 1.91 (m, 1 H), 2.58 (d, 2H), 7.48 (m, 2H), 7.69 (s, 1H), 7.73 (m, 1 H)1 9.96 (s, 1 H).
 

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