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[ CAS No. 4255-62-3 ]

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Chemical Structure| 4255-62-3
Chemical Structure| 4255-62-3
Structure of 4255-62-3 * Storage: {[proInfo.prStorage]}

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Product Details of [ 4255-62-3 ]

CAS No. :4255-62-3 MDL No. :MFCD00234965
Formula : C8H14O Boiling Point : 170.6°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :126.20 g/mol Pubchem ID :138166
Synonyms :

Safety of [ 4255-62-3 ]

Signal Word:Danger Class:4.1
Precautionary Statements:P264-P210-P240-P280-P305+P351+P338-P337+P313-P370+P378-P403+P233-P501 UN#:1325
Hazard Statements:H228-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 4255-62-3 ]

  • Upstream synthesis route of [ 4255-62-3 ]
  • Downstream synthetic route of [ 4255-62-3 ]

[ 4255-62-3 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 4255-62-3 ]
  • [ 932-01-4 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 7, p. 2365 - 2369
[2] Bulletin des Societes Chimiques Belges, 1980, vol. 89, # 5, p. 389 - 398
[3] Journal of the American Chemical Society, 1968, vol. 90, # 23, p. 6486 - 6492
[4] Journal of the American Chemical Society, [5] Journal of the American Chemical Society, 2009, vol. 131, p. 251 - 262
[6] Organic and Biomolecular Chemistry, 2012, vol. 10, # 36, p. 7321 - 7326
  • 2
  • [ 1073-13-8 ]
  • [ 932-01-4 ]
  • [ 5020-09-7 ]
  • [ 4255-62-3 ]
Reference: [1] Tetrahedron, 1980, vol. 36, p. 1937 - 1942
[2] European Journal of Organic Chemistry, 2000, # 9, p. 1793 - 1797
  • 3
  • [ 590-66-9 ]
  • [ 2979-19-3 ]
  • [ 1193-46-0 ]
  • [ 932-01-4 ]
  • [ 767-12-4 ]
  • [ 1193-47-1 ]
  • [ 4255-62-3 ]
Reference: [1] Journal of the American Chemical Society, 2015, vol. 137, # 50, p. 15833 - 15842
  • 4
  • [ 4255-62-3 ]
  • [ 20615-18-3 ]
YieldReaction ConditionsOperation in experiment
83 %Chromat. at 20℃; for 2.5 h; Sonication; Green chemistry General procedure: Ni-Al alloy (200 mg) and cyclohexanone (35 μL, 0.34 mmol) were suspended in 28–30percent NH4OH (3 mL) and sonicated (Branson 1510MTH ultrasonic bath) for 2 h. After the completion of the reaction, the excess alloy and solid by-products were removed by filtration. The filtrate was extracted with EtOAc (2 × 2 mL). The organic extracts were combined and dried over anhyd Na2SO4. The solvent was removed in vacuo and the crude product was purified by flash chromatography.
Reference: [1] Patent: WO2014/37900, 2014, A1,
[2] Synthesis (Germany), 2016, vol. 48, # 18, p. 3127 - 3133
  • 5
  • [ 4255-62-3 ]
  • [ 616-38-6 ]
  • [ 50388-51-7 ]
YieldReaction ConditionsOperation in experiment
84%
Stage #1: With sodium hydride In tetrahydrofuran at 0℃; for 0.5 h;
Stage #2: at 0 - 80℃; for 3.5 h;
Example 8 l-(2-(bromomethyl)-4,4-dimethylcyclohex-l-enyl)-4-chlorobeπzene <n="44"/>ξ fTo a solution of 21 g of dimethyl carbonate (0.23 mol) in dry THF (400 ml) was added sodium hydride (9.6 g, 0.24 mol) by portion at 0 0C. The resulting mixture was stirred at 0 0C for 30 min and then was added a solution of 10 g of compound a (79 mmol) in THF (100 ml) dropwise over 30min. The resultant mixture was heated to 600C - 800C for 3h before cooled to room temperature. The reaction mixture was poured into saturated NaHCO3 solution and extracted with ether. The organic layer was washed with water, brine, dried over Na2SO4 and concentrated to give 25 g of of intermediate b methyl 5,5-dimethyl-2-oxocyclohexanecarboxylate (yield: 84percent). MS (ESI) m/e (M+H+): 185.
84%
Stage #1: With sodium hydride In tetrahydrofuran at 0℃;
Stage #2: at 60 - 80℃;
Stage #3: With water; sodium hydrogencarbonate In tetrahydrofuran
Example 3Preparation of 1 N- { 1- [ 4- (4 ' -Chloro-biphenyl-2-ylmethyl) - piperazin-1-yl] -quinazolin-4-yl}-4- ( (R) -3-dimethylamino-l- phenylsulfanylmethyl-propylamino) -3-nitro-benzenesulfonamide To a solution of 21 g of dimethyl carbonate (0.23 mol) in dry THF (400 ml) was added sodium hydride (9.6 g, 0.24 mol) by portion at 0 0C. The resulting mixture was stirred at 0 0C for 30 min and then was added a solution of 10 g of compound a (79 mmol) in THF (100 ml) dropwise over 30min. The resultant mixture was heated to 60 0C - 80 0C for 3h before cooled to room temperature. The reaction mixture was poured into saturated NaHCψ3 solution and extracted with ether. The organic layer was washed with water, brine, dried over Na2SO4 and concentrated to give 25 g of of intermediate b methyl 5, 5-dimethyl-2- oxocyclohexanecarboxylate (yield: 84percent) . MS (ESI) m/e (M+H+) : 185.
Reference: [1] Journal of Organic Chemistry, 1998, vol. 63, # 8, p. 2548 - 2559
[2] Canadian Journal of Chemistry, 1988, vol. 66, p. 2345 - 2347
[3] Canadian Journal of Chemistry, 1997, vol. 75, # 6, p. 742 - 753
[4] Patent: WO2008/61208, 2008, A2, . Location in patent: Page/Page column 42-43
[5] Patent: WO2009/143246, 2009, A2, . Location in patent: Page/Page column 210
[6] Journal of Medicinal Chemistry, 2016, vol. 59, # 20, p. 9431 - 9442
[7] Journal of Organic Chemistry, 1981, vol. 46, # 26, p. 5434 - 5436
[8] Angewandte Chemie - International Edition, 2003, vol. 42, # 24, p. 2785 - 2788
[9] Patent: US2010/184766, 2010, A1, . Location in patent: Page/Page column 46
  • 6
  • [ 4255-62-3 ]
  • [ 1044598-91-5 ]
Reference: [1] Patent: WO2017/101851, 2017, A1,
[2] Patent: WO2017/123616, 2017, A1,
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