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Chemical Structure| 4411-97-6 Chemical Structure| 4411-97-6

Structure of 4411-97-6

Chemical Structure| 4411-97-6

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Product Details of [ 4411-97-6 ]

CAS No. :4411-97-6
Formula : C6H10O2
M.W : 114.14
SMILES Code : CC(C)=C(C)C(O)=O
MDL No. :MFCD00234243

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Application In Synthesis of [ 4411-97-6 ]

* 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 [ 4411-97-6 ]

[ 4411-97-6 ] Synthesis Path-Downstream   1~2

  • 2
  • [ 4378-19-2 ]
  • [ 4411-97-6 ]
YieldReaction ConditionsOperation in experiment
With hydrogen bromide; potassium bromide; sodium nitrite; In water; ethyl acetate; Step A 2-Bromo-2,3-dimethylbutanoic Acid A solution of 38 mL 48% HBr in 140 mL water was added to a mixture of 20.0 g (152 mmole) DL-alpha-methyl valine and 62.5 g (525 mmole) KBr with stir. The mixture was cooled with ice acetone bath to -12 C. under nitrogen. A solution of 12 g sodium nitrite in 20 mL water was added with stirring in one hour. The reaction mixture was stirred for 2 hour, during which time the temperature was allowed to rise to 0 C. The reaction mixture was partitioned between 200 mL ether and some water. The aqueous layer was extracted with 2*100 mL ether. The combined ether solution was washed with saturated brine, dried over sodium sulfate, and evaporated under vacuum to give 15.462 g yellowish oil. FC on 200 g silica gel (20~60% ethyl acetate in hexanes and repeat again with 5~20% ethyl acetate in hexanes) provided 2.258 g mixture of solid and liquid. It is about 50% pure and used as is in the next step. It appeared the title compound was not stable on silica gel. It decomposes to give trimethylacrylic acid, which was a solid. 1H NMR (500 MHz) delta 2.50 (septet, 6.8 Hz, 1H), 1.83 (s, 3H), 1.17 (d, 6.9 Hz, 3H), 1.02 (d, 6.9 Hz, 3H). HPLC A: 3.03 min.
 

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