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Chemical Structure| 66233-72-5 Chemical Structure| 66233-72-5

Structure of 66233-72-5

Chemical Structure| 66233-72-5

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Product Details of [ 66233-72-5 ]

CAS No. :66233-72-5
Formula : C9H6FNO3
M.W : 195.15
SMILES Code : O=C(O)CC1=NOC2=CC(F)=CC=C12

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Application In Synthesis of [ 66233-72-5 ]

* 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 [ 66233-72-5 ]

[ 66233-72-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1076-38-6 ]
  • [ 2145-27-9 ]
  • [ 66233-72-5 ]
  • [ 4865-84-3 ]
YieldReaction ConditionsOperation in experiment
With hydroxylamine hydrochloride; sodium methylate; In methanol; sodium bicarbonate; EXAMPLE 9 Preparation of 6-Fluoro-1,2-benzisoxazole-3-acetic acid STR70 A solution of sodium methoxide (22.3 g, 0.412 mol) in methanol is added to a solution of hydroxylamine hydrochloride (30.4 g, 0.438 mol) in methanol. The resultant mixture is stirred at room temperature for 30 minutes and filtered. The filtrate is added to a refluxing solution of 7-fluoro-4-hydroxycoumarin (18.5 g, 0.103 mol) in methanol. The reaction mixture is refluxed overnight and concentrated in vacuo to obtain a yellow solid. A solution of the solid in a sodium hydrogen carbonate solution is washed with ether and acidified with 6N hydrochloric acid. The resultant precipitate is filtered and dried to give a solid which is recrystallized from water to give the title product as a beige solid, mp 132-133 C. Using essentially the same procedure, but substituting 4-hydroxycoumarin for 7-fluoro-4-hydroxycoumarin, 1,2-benzisoxazole-3-acetic acid is obtained as an off-white solid, mp 123-127 C.
  • 2
  • [ 66233-72-5 ]
  • [ 4865-84-3 ]
  • [ 173736-03-3 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; In methanol; dichloromethane; EXAMPLE 10 Preparation of Methyl 6-fluoro-1,2-benzisoxazole-3-acetate STR71 Hydrogen chloride gas is bubbled into a cold (ice/water bath) solution of 6-fluoro-<strong>[4865-84-3]1,2-benzisoxazole-3-acetic acid</strong> (13.7 g, 0.0702 mol) in methanol over a 15 minute period. The reaction mixture is concentrated in vacuo to obtain a brown-orange solid. Flash column chromatography of the solid using silica gel and methylene chloride gives the title product as a white solid, mp 60-61 C. Using essentially the same procedure, but substituting <strong>[4865-84-3]1,2-benzisoxazole-3-acetic acid</strong> for 6-fluoro-<strong>[4865-84-3]1,2-benzisoxazole-3-acetic acid</strong>, methyl 1,2-benzisoxazole-3acetate is obtained as an oil.
 

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