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Chemical Structure| 100114-49-6 Chemical Structure| 100114-49-6

Structure of 100114-49-6

Chemical Structure| 100114-49-6

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Product Details of [ 100114-49-6 ]

CAS No. :100114-49-6
Formula : C5H9N
M.W : 83.13
SMILES Code : NC1CC(C1)=C
MDL No. :MFCD09991756

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Application In Synthesis of [ 100114-49-6 ]

* 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 [ 100114-49-6 ]

[ 100114-49-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 15760-36-8 ]
  • [ 100114-49-6 ]
YieldReaction ConditionsOperation in experiment
With sodium azide;tetrabutylammomium bromide; zinc trifluoromethanesulfonate; In tetrahydrofuran; at 40℃; To a stirring solution of 3-methylene-cyclobutane carboxylic acid (1.0 g,8.9 mmol) in THF (90 mL) was added NaN3 (2.0 g, 31.1 mmol), followed by tetrabutyl ammonium bromide (0.48 g, 1.5 mmol) and Zn(OTf)2 (0.1 g, 0.3 mmol), and the reaction mixture was heated to 40C. Boc20 (2.1 g, 9.8 mmol) was then added at once, and the reaction was heated at 45 C overnight. The reaction was then cooled to 0C and was quenched with 10% aq. NaN02 (180 mL). The THF was evaporated and the aqueous layer was extracted with EtOAc (180 n L). The organic layer was washed with 5 % aq. NaHC03 (2 x 20 mL), brine (30 ml), dried over Na2S04, filtered and concentrated to dryness to yield a crude, which was purified by flash chromatography (silica gel/hexanes: ethyl acetate: 0-90%) to yield the desired N-Boc-3-methylene- cyclobutanamine (0.57 g, 3.1 mmol, 34.9% yield): NMR (250 MHz, CDC13) δ 4.83 (s, 2 H), 4.79 (bs, 1 H), 4.05-4.23 (m, 1 H), 2.92-3.1 1 (m, 2 H), 2.50-2.65 (m, 2 H), 1.44 (s, 9 H).
 

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