[ CAS No. 54008-77-4 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 54008-77-4
Chemical Structure| 54008-77-4
Structure of 54008-77-4

Quality Control of [ 54008-77-4 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 54008-77-4 ]

SDS

Product Details of [ 54008-77-4 ]

CAS No. :54008-77-4MDL No. :MFCD02681987
Formula :C8H5BrOBoiling Point :233.8°C at 760 mmHg
Linear Structure Formula :-InChI Key :RNEOFIVNTNLSEH-UHFFFAOYSA-N
M.W :197.03Pubchem ID :2776264
Synonyms :

Computed Properties of [ 54008-77-4 ]

TPSA : 13.1 H-Bond Acceptor Count : 1
XLogP3 : - H-Bond Donor Count : 0
SP3 : 0.00 Rotatable Bond Count : 0

Safety of [ 54008-77-4 ]

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

Application In Synthesis of [ 54008-77-4 ]

  • Upstream synthesis route of [ 54008-77-4 ]
  • Downstream synthetic route of [ 54008-77-4 ]

[ 54008-77-4 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 91703-34-3 ]
  • [ 54008-77-4 ]
YieldReaction ConditionsOperation in experiment
92% With potassium phosphate; copper(l) iodide In tetrahydrofuran at 80℃; for 12.00 h; Inert atmosphere 2-bromobenzofuran. To a solution of 2-(2,2-dibromovinyl)phenol (2.8 g, 10 mmol) in tetrahydrofuran (30 mL) was added copper(I) iodide (0.1 g, 0.5 mmol) and potassium phosphate (4.2 g, 20 mmol). The reaction mixture was stirred at 80°C under nitrogen atmosphere for 12 hours. After the reaction, the mixture was poured into water (200 mL) and the mixture was extracted with ethyl acetate (200 mL). The organic phase was dried over anhydrous sodium sulfate and then filtered. The filtrate was concentrated and the residue was purified by column chromatography (silica gel, ethyl acetate/petroleum ether = 1 :20) to give the pure product 2- bromobenzofuran (1.8 g, 92percent).
92% With potassium phosphate; copper(l) iodide In tetrahydrofuran at 80℃; for 12.00 h; Inert atmosphere To a solution of 2-(2,2-dibromovinyl)phenol (2.8 g, 10 mmol) in tetrahydrofuran (30 mL) was added copper (I) iodide (0.1 g, 0.5 mmol) and potassium phosphate (4.2 g, 20 mmol). The reaction mixture was stirred at 80° C. under nitrogen atmosphere for 12 hours. After the reaction, the mixture was poured into water (200 mL) and the mixture was extracted with ethyl acetate (200 mL). The organic phase was dried over anhydrous sodium sulfate and then filtered. The filtrate was concentrated and the residue was purified by column chromatography (silica gel, ethyl acetate/petroleum ether=1:20) to give the pure product 2-bromobenzofuran (1.8 g, 92percent).
Reference: [1] Tetrahedron, 2011, vol. 67, # 33, p. 5913 - 5919
[2] Chemical Communications, 2011, vol. 47, # 37, p. 10476 - 10478
[3] Organic and Biomolecular Chemistry, 2013, vol. 11, # 24, p. 4095 - 4101
[4] Organic and Biomolecular Chemistry, 2012, vol. 10, # 21, p. 4172 - 4178
[5] Chemistry - A European Journal, 2015, vol. 21, # 4, p. 1482 - 1487
[6] Chemical Communications, 2009, # 35, p. 5236 - 5238
[7] Advanced Synthesis and Catalysis, 2012, vol. 354, # 8, p. 1585 - 1592
[8] Patent: WO2013/75083, 2013, A1. Location in patent: Paragraph 00335; 00337
[9] Patent: US9206128, 2015, B2. Location in patent: Page/Page column 166; 168
[10] European Journal of Organic Chemistry, 2013, # 4, p. 781 - 788
[11] Organic and Biomolecular Chemistry, 2013, vol. 11, # 3, p. 420 - 424
  • 2
  • [ 1378942-55-2 ]
  • [ 54008-77-4 ]
Reference: [1] Organic and Biomolecular Chemistry, 2012, vol. 10, # 21, p. 4172 - 4178
  • 3
  • [ 91703-34-3 ]
  • [ 54008-77-4 ]
  • [ 41014-29-3 ]
Reference: [1] European Journal of Organic Chemistry, 2013, # 4, p. 781 - 788
  • 4
  • [ 603-33-8 ]
  • [ 91703-34-3 ]
  • [ 54008-77-4 ]
  • [ 1839-72-1 ]
  • [ 92-52-4 ]
Reference: [1] European Journal of Organic Chemistry, 2013, # 4, p. 781 - 788
  • 5
  • [ 90-02-8 ]
  • [ 54008-77-4 ]
Reference: [1] Patent: WO2013/75083, 2013, A1
[2] Chemistry - A European Journal, 2015, vol. 21, # 4, p. 1482 - 1487
[3] Patent: US9206128, 2015, B2
  • 6
  • [ 496-41-3 ]
  • [ 54008-77-4 ]
  • [ 64150-61-4 ]
Reference: [1] Chemical Science, 2018, vol. 9, # 15, p. 3860 - 3865
  • 7
  • [ 1378942-55-2 ]
  • [ 54008-77-4 ]
  • [ 1394285-87-0 ]
Reference: [1] Advanced Synthesis and Catalysis, 2012, vol. 354, # 8, p. 1585 - 1592
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