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Chemistry
Heterocyclic Building Blocks
Piperidines
1,1-Dimethyl-4-oxopiperidin-1-ium iodide
Chemistry
Heterocyclic Building Blocks
Organic Building Blocks
Piperidines
Ketones

[ CAS No. 26822-37-7 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 26822-37-7
Chemical Structure| 26822-37-7
Structure of 26822-37-7 *Storage: {[proInfo.prStorage]}

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Quality Control of [ 26822-37-7 ]

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Product Details of [ 26822-37-7 ]

CAS No. :26822-37-7MDL No. :MFCD00466081
Formula : C7H14INO Boiling Point : -
Linear Structure Formula :-InChI Key :-
M.W :255.10Pubchem ID :11149497
Synonyms :

Computed Properties of [ 26822-37-7 ]

TPSA : 17.1 H-Bond Acceptor Count : 2
XLogP3 : - H-Bond Donor Count : 0
SP3 : 0.86 Rotatable Bond Count : 0

Safety of [ 26822-37-7 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 26822-37-7 ]

  • Upstream synthesis route of [ 26822-37-7 ]
  • Downstream synthetic route of [ 26822-37-7 ]

[ 26822-37-7 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 1445-73-4 ]
  • [ 74-88-4 ]
  • [ 26822-37-7 ]
YieldReaction ConditionsOperation in experiment
88% at 0 - 20℃; for 1 h; Step 1: Preparation of 1,1-dimethyl-4-oxopiperidinium iodide [Show Image] Methyl iodide (1.6 mL, 26.5 mmol) was added into a solution of 1-methyl-piperidin-4-one (2.0 g, 17.6 mmol) in acetone (10 mL) at 0 °C. The reaction mixture was stirred at room temperature for 1 hour. The precipitate was filtered off and washed with acetone to afford the title compound as an off-white solid (4.0 g, 88 percent). 1H NMR (D2O, 400 MHz): δ 3.38 (t, J=5.8 Hz, 4H), 3.06 (s, 6H), 1.95-2.05 (m, 4H). LCMS (Method D): Mass found (M+ 128.2), Rt (min): 1.19, Area (percent): 95.3 (Max. Chrom.)
88% at 0 - 20℃; for 1 h; Step 1: Preparation of 1,1-dimethyl-4-oxopiperidinium iodideMethyl iodide (1.6 mL, 26.5 mmol) was added into a solution of 1-methyl-piperidin-4-one (2.0 g, 17.6 mmol) in acetone (10 mL) at 0 °C. The reaction mixture was stirred at room temperature for 1 hour. The precipitate was filtered off and washed with acetone to afford the title compound as an off-white solid (4.0 g, 88 percent). 1H NMR (D20, 400 MHz): δ 3.38 (t, J=5.8 Hz, 4H), 3.06 (s, 6H), 1.95-2.05 (m, 4H). LCMS (Method D): Mass found (M+ 128.2), Rt (min): 1.19, Area (percent): 95.3 (Max. Chrom.)
Reference： [1] Journal of Organic Chemistry, 2006, vol. 71, # 22, p. 8602 - 8609
[2] Journal of Organic Chemistry, 2014, vol. 79, # 8, p. 3358 - 3373
[3] Organic Process Research and Development, 2004, vol. 8, # 6, p. 939 - 941
[4] Angewandte Chemie - International Edition, 2008, vol. 47, # 32, p. 5968 - 5972
[5] Journal of the American Chemical Society, 2009, vol. 131, # 1, p. 357 - 367
[6] Patent: EP2508526, 2012, A1, . Location in patent: Page/Page column 45
[7] Patent: WO2012/130915, 2012, A1, . Location in patent: Page/Page column 55
[8] Journal of Organic Chemistry, 1945, vol. 10, p. 277,278
[9] Journal of the American Chemical Society, 1949, vol. 71, p. 465
[10] Journal of the Chemical Society, 1949, p. 708,712
[11] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1984, # 10, p. 1647 - 1652
[12] Patent: WO2005/90333, 2005, A1, . Location in patent: Page/Page column 135
[13] Patent: CN105985355, 2016, A, . Location in patent: Paragraph 0692; 0693; 0694; 0695
  • 2
  • [ 1445-73-4 ]
  • [ 108-20-3 ]
  • [ 74-88-4 ]
  • [ 26822-37-7 ]
Reference： [1] Patent: US6884868, 2005, B1,
  • 3
  • [ 1445-73-4 ]
  • [ 74-88-4 ]
  • [ 26822-37-7 ]
  • [ 26822-30-0 ]
Reference： [1] Journal of Organic Chemistry, 2005, vol. 70, # 5, p. 1930 - 1933
  • 4
  • [ 41661-47-6 ]
  • [ 26822-37-7 ]
Reference： [1] Patent: CN105985355, 2016, A,
  • 5
  • [ 13221-89-1 ]
  • [ 26822-37-7 ]
Reference： [1] Journal of Organic Chemistry, 1945, vol. 10, p. 277,278
  • 6
  • [ 105-71-5 ]
  • [ 26822-37-7 ]
Reference： [1] Journal of Organic Chemistry, 1945, vol. 10, p. 277,278
  • 7
  • [ 25012-72-0 ]
  • [ 26822-37-7 ]
Reference： [1] Journal of the Chemical Society, 1949, p. 708,712

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