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[ CAS No. 24973-22-6 ]

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Chemical Structure| 24973-22-6
Chemical Structure| 24973-22-6
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Product Details of [ 24973-22-6 ]

CAS No. :24973-22-6 MDL No. :MFCD04114050
Formula : C9H10O2 Boiling Point : 246.2°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :150.17 g/mol Pubchem ID :4715095
Synonyms :

Safety of [ 24973-22-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 24973-22-6 ]

  • Upstream synthesis route of [ 24973-22-6 ]
  • Downstream synthetic route of [ 24973-22-6 ]

[ 24973-22-6 ] Synthesis Path-Upstream   1~15

  • 1
  • [ 4685-50-1 ]
  • [ 24973-22-6 ]
YieldReaction ConditionsOperation in experiment
100% With Dess-Martin periodane In dichloromethane at 0℃; for 0.5 h; Dess-Martin periodinane (3gm, 7.07 mmol) was added to (3-methoxy-4- methylphenyl)methanol (lgm, 6.57 mmol) in CH2Cl2 (35 ml) at O0C. After stirring at O0C for 0.5h, some of the CH2Cl2 was removed, reaction mixture was diluted with ether, washed with sodium bicarbonate solution, sodium thiosulfate solution and water. Organic layer was dried and evaporated to obtain 3-methoxy-4-methylbenzaldehyde in quantitative yield.
56% With pyridinium chlorochromate In dichloromethane at 0 - 20℃; for 2 h; To a solution of the above obtained (3-methoxy-4-methylphenyl) methanol (0.38 g, 2.5 mmol) in dichloromethane (30 mL) was added pyridinium chlorochromate , PCC) (0.62 g, 2.8 mmol) at 0°C. The reaction temperature is raised to room temperature, stirred for 2 hours, filtered through celite, and concentrated under reduced pressure. (56percent yield)
Reference: [1] Patent: WO2006/110668, 2006, A1, . Location in patent: Page/Page column 65
[2] Journal of Medicinal Chemistry, 2012, vol. 55, # 15, p. 6948 - 6957
[3] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 7, p. 1852 - 1856
[4] Journal of Medicinal Chemistry, 1989, vol. 32, # 9, p. 2210 - 2214
[5] Organic and Biomolecular Chemistry, 2015, vol. 13, # 37, p. 9564 - 9569
[6] Patent: KR2017/17173, 2017, A, . Location in patent: Paragraph 0064; 0066
[7] Journal of the Chemical Society, Perkin Transactions 1, 2000, # 22, p. 3758 - 3764
[8] Patent: US2009/69296, 2009, A1, . Location in patent: Page/Page column 11-12
  • 2
  • [ 57295-30-4 ]
  • [ 74-88-4 ]
  • [ 24973-22-6 ]
YieldReaction ConditionsOperation in experiment
91%
Stage #1: With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5 h;
Stage #2: at 20℃;
General procedure: To a solution of the hydroxy-methylbenzaldehyde (34 mg,0.25 mmol) in anhydrous DMF (6.0 mL), K2CO3 (35 mg,0.25 mmol) was added and the mixture was stirred at room temperaturefor 30 minutes. Then, methyl iodide (30 μL, 68 mg,0.5 mmol) was added and the reaction was stirred at room temperatureovernight. The reaction was quenched by the additionof distilled water, and the aqueous phase was extracted threetimes with ethyl acetate. The combined organic phases weredried with MgSO4 and concentrated in vacuo. The residue waspurified by column chromatography on silica gel.
Reference: [1] Journal fuer Praktische Chemie/Chemiker-Zeitung, 1994, vol. 336, # 3, p. 255 - 259
[2] Beilstein Journal of Organic Chemistry, 2018, vol. 14, p. 734 - 746
  • 3
  • [ 108-48-5 ]
  • [ 87808-44-4 ]
  • [ 24973-22-6 ]
Reference: [1] Patent: US4499299, 1985, A,
  • 4
  • [ 591-31-1 ]
  • [ 74-88-4 ]
  • [ 24973-22-6 ]
Reference: [1] Organic and Biomolecular Chemistry, 2007, vol. 5, # 23, p. 3778 - 3786
[2] Journal of Organic Chemistry, 1984, vol. 49, # 6, p. 1078 - 1083
  • 5
  • [ 57295-30-4 ]
  • [ 77-78-1 ]
  • [ 24973-22-6 ]
Reference: [1] Liebigs Annalen der Chemie, 1985, vol. 1985, # 7, p. 1413 - 1421
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 1607 - 1613
  • 6
  • [ 3556-83-0 ]
  • [ 24973-22-6 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 7, p. 1852 - 1856
[2] Journal of Medicinal Chemistry, 2012, vol. 55, # 15, p. 6948 - 6957
[3] Organic and Biomolecular Chemistry, 2015, vol. 13, # 37, p. 9564 - 9569
[4] Patent: KR2017/17173, 2017, A,
  • 7
  • [ 7151-68-0 ]
  • [ 24973-22-6 ]
Reference: [1] Journal of Medicinal Chemistry, 1970, vol. 13, p. 26 - 30
[2] Journal of the Chemical Society, Perkin Transactions 1, 2000, # 22, p. 3758 - 3764
[3] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 7, p. 1852 - 1856
  • 8
  • [ 586-30-1 ]
  • [ 24973-22-6 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1, 2000, # 22, p. 3758 - 3764
  • 9
  • [ 74-88-4 ]
  • [ 56724-03-9 ]
  • [ 24973-22-6 ]
Reference: [1] Journal of Organic Chemistry, 1996, vol. 61, # 14, p. 4812 - 4815
  • 10
  • [ 31680-07-6 ]
  • [ 24973-22-6 ]
Reference: [1] Liebigs Annalen der Chemie, 1985, vol. 1985, # 7, p. 1413 - 1421
  • 11
  • [ 123-56-8 ]
  • [ 57295-33-7 ]
  • [ 57295-32-6 ]
  • [ 24973-22-6 ]
  • [ 90163-04-5 ]
Reference: [1] Liebigs Annalen der Chemie, 1985, vol. 1985, # 7, p. 1413 - 1421
[2] Liebigs Annalen der Chemie, 1985, vol. 1985, # 7, p. 1413 - 1421
[3] Liebigs Annalen der Chemie, 1985, vol. 1985, # 7, p. 1413 - 1421
  • 12
  • [ 50-00-0 ]
  • [ 16452-01-0 ]
  • [ 24973-22-6 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 1962, vol. 10, p. 856 - 865
  • 13
  • [ 24973-22-6 ]
  • [ 57281-77-3 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 1962, vol. 10, p. 856 - 865
  • 14
  • [ 24973-22-6 ]
  • [ 64829-31-8 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 1607 - 1613
  • 15
  • [ 24973-22-6 ]
  • [ 136468-19-4 ]
Reference: [1] Journal of Medicinal Chemistry, 1991, vol. 34, # 5, p. 1662 - 1668
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