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Chemical Structure| 170353-51-2 Chemical Structure| 170353-51-2

Structure of 170353-51-2

Chemical Structure| 170353-51-2

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Product Details of [ 170353-51-2 ]

CAS No. :170353-51-2
Formula : C9H9FO3
M.W : 184.16
SMILES Code : OCC1OC2=C(F)C=CC=C2OC1

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Application In Synthesis of [ 170353-51-2 ]

* 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 [ 170353-51-2 ]

[ 170353-51-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 170353-20-5 ]
  • [ 170353-51-2 ]
  • [ 363-52-0 ]
  • [ 98-59-9 ]
  • [ 106-89-8 ]
  • [ 170353-53-4 ]
  • [ 170353-52-3 ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide; In pyridine; cyclohexane; water; EXAMPLE 23 Epichlorohydrin (18.3 ml) was added dropwise under nitrogen to a solution of <strong>[363-52-0]3-fluorocatechol</strong> (10 g) and potassium hydroxide (4.56 g) in water (45 ml) and the mixture heated under reflux for 41/2 hours. The mixture was cooled and the product extracted into ethyl acetate (3*50 ml). The organic extract was washed with aqueous sodium hydroxide solution (25percent), then brine, then dried over magnesium sulphate. The solvent was removed in vacuo to give a crude mixture of 1-(5-fluoro-1,4-benzodioxan-2-yl)methanol and 1-(8-fluoro-1,4-benzodioxan-2-yl)methanol (15.5 g). A solution of the crude mixture of isomers from the previous reaction (15.5 g) and toluene-4-sulphonyl chloride (14.88 g) in pyridine (20 ml) was stirred at ambient temperature for 18 hours. Water (100 ml) was added and the products extracted into ethyl acetate (3*50 ml). The organic extract was washed with dilute hydrochloric acid, then brine, and dried over magnesium sulphate. The solvent was removed in vacuo and the residue purified by flash chromatography over silica using a 1:1 mixture of cyclohexane and ether as eluant. Appropriate fractions were combined and the residue obtained after removal of the solvent in vacuo was further purified by flash chromatography on silica using a 7:3 mixture of cyclohexane and ether as eluant. The solvent was removed from the appropriate fractions in vacuo to give a mixture of 5-fluoro-1,4-benzodioxan-2-ylmethyl toluene-4-sulphonate and 8-fluoro-1,4-benzodioxan-2-ylmethyl toluene-4-sulphonate (4.5 g).
 

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