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Chemical Structure| 59178-93-7 Chemical Structure| 59178-93-7

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Chemical Structure| 59178-93-7

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Product Details of [ 59178-93-7 ]

CAS No. :59178-93-7
Formula : C15H27NO3
M.W : 269.38
SMILES Code : O=C(O)CCCCCCCCCCNC(C(C)=C)=O
MDL No. :MFCD03425798

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Application In Synthesis of [ 59178-93-7 ]

* 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 [ 59178-93-7 ]

[ 59178-93-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 13108-19-5 ]
  • [ 920-46-7 ]
  • [ 59178-93-7 ]
YieldReaction ConditionsOperation in experiment
92% With sodium carbonate; In tetrahydrofuran; water; at 0℃; for 5h; Example 1; [0049] Synthesis of 11 -Methacrylamidoundecanoic Acid; 10-Aminodecanoic acid (4.04 g, 20 mmol) was dissolved in 300 ml of THF and water (1 :1 ) in an ice-water bath, and then sodium carbonate (3.18 g, 30 mmol) was added. Methacryloyl chloride (3.15 g, 30 mmol) was slowly added, and the mixture was <n="28"/>stirred for 5 h. After reaction was complete, the solution was neutralized to pH 5 with HCI. Then the solvent was removed by evaporation, and the residue was extracted with 200 ml CH2CI2, producing a white solid. Recrystallization from a hexane/ethyl acetate solution gave 4.96 g product (yield 92percent). Alternatively, replacing THF/H2O with CHCI3 gave a similar or higher yield.Analysis: 1HNMR (CDCI3, 400 MHz) delta: 5.69 (s, 1 H, CHH=), 5.32 (s, 1 H, CHH=), 3.30 (m, 2H, NHCH2CH2), 2.34 (t, 2H, J = 7.4 Hz, CH2CH2COOH), 1.97 (s, 3H, CH2=CHCH3), 1.48-1.70 (m, 4H, NHCH2CH2CH2 and CH2CH2CH2COOH), 1.24-1.38 (m, 12H, NHCH2CH2(CH2)6CH2CH2COOH). 13C-NMR (CDCI3, 400 MHz) delta: 179.50 (COOH), 168.86 (CH2=CCH3CONHCH2), 140.26 (CH2=CCH3CONHCH2), 119.67 (CH2=CCH3), 40.00 (CH2=CCH3CONHCH2CH2), 34.29 (CH2CH2COOH), 29.70, 29.57, 29.47, 29.40, 29.35, 29.19, 27.10, 24.90(CH2=CCH3CONHCH2(CH2)8CH2COOH), 18.92 (CH2=CCH3). ESMS (THF/H2O, negative ion): m/z = 268.2 ([M-H]", calculated: 268.2).
 

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