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[ CAS No. 2491-38-5 ]

{[proInfo.proName]} (Synonyms:α-Bromo-4-hydroxyacetophenone; 2-Bromo-4'-hydroxyacetophenone; 4-Hydroxyphenacyl bromide; 4-Hydroxyphenacyl bromide; SHP-1 Inhibitor II) ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
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Chemical Structure| 2491-38-5
Chemical Structure| 2491-38-5
Structure of 2491-38-5 * Storage: {[proInfo.prStorage]}

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Product Details of [ 2491-38-5 ]

CAS No. :2491-38-5 MDL No. :MFCD00072424
Formula : C8H7BrO2 Boiling Point : 338.7°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :215.04 g/mol Pubchem ID :4964
Synonyms :

1. 2-Bromo-4'-hydroxyacetophenone

Safety of [ 2491-38-5 ]

Signal Word:Danger Class:8
Precautionary Statements:P501-P260-P270-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P406-P405 UN#:3261
Hazard Statements:H302-H314-H290 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 2491-38-5 ]

  • Upstream synthesis route of [ 2491-38-5 ]
  • Downstream synthetic route of [ 2491-38-5 ]

[ 2491-38-5 ] Synthesis Path-Upstream   1~9

  • 1
  • [ 100-66-3 ]
  • [ 598-21-0 ]
  • [ 2491-38-5 ]
  • [ 2491-36-3 ]
Reference: [1] Patent: US2838570, 1955, ,
[2] Patent: US2838570, 1955, ,
[3] Patent: US2838570, 1955, ,
  • 2
  • [ 99-93-4 ]
  • [ 2491-38-5 ]
  • [ 1836-06-2 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1992, vol. 65, # 1, p. 295 - 297
  • 3
  • [ 2491-38-5 ]
  • [ 100-39-0 ]
  • [ 4254-67-5 ]
YieldReaction ConditionsOperation in experiment
43% With silver carbonate In tetrahydrofuran at 0 - 20℃; for 16 h; Step 1: Preparation of l-(4-(benzyloxy)phenyl)-2-bromoethanone [00170] To a solution of 2-bromo- 1 -(4-hydroxyphenyl)ethanone (2 g, 9.3 mmol) in tetrahydrofuran (70 mL) was added silver carbonate (5.128 g, 18.6 mmol) and the reaction mixture was cooled to 0 °C. Benzyl bromide (1.32 m L, 11.16 mmol) was added drop wise and the reaction mixture was stirred at room temperature for 16 h. The reaction mixture was filtered through celite, the filtrate was diluted with ethyl acetate (200 mL) and washed with water (60 mL x 2). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. The crude was purified by column chromatography using 6percent ethyl acetate in hexane to afford title l-(4-(benzyloxy)phenyl)-2-bromoethanone (1.22 g, 43percent yield) as a white solid. Calculated M+H: 306.17; Found M+H: 306.
Reference: [1] Patent: WO2016/49165, 2016, A1, . Location in patent: Paragraph 00170
  • 4
  • [ 2491-38-5 ]
  • [ 4254-67-5 ]
Reference: [1] Journal of Organic Chemistry, 2015, vol. 80, # 19, p. 9713 - 9721
[2] Journal of Organic Chemistry, 2015, vol. 80, # 19, p. 9713 - 9721
  • 5
  • [ 2491-38-5 ]
  • [ 17194-82-0 ]
Reference: [1] Synthetic Communications, 1997, vol. 27, # 7, p. 1133 - 1141
  • 6
  • [ 2491-38-5 ]
  • [ 124-41-4 ]
  • [ 32136-81-5 ]
Reference: [1] Journal of Medicinal Chemistry, 1988, vol. 31, # 1, p. 55 - 59
[2] Chemical Communications, 2015, vol. 51, # 34, p. 7349 - 7351
[3] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 1, p. 191 - 194
[4] Patent: WO2004/52816, 2004, A1, . Location in patent: Page 38
[5] Patent: WO2004/113273, 2004, A1, . Location in patent: Page 37
  • 7
  • [ 2491-38-5 ]
  • [ 32136-81-5 ]
YieldReaction ConditionsOperation in experiment
85% With sodium hydroxide In methanol EXAMPLE 3
Preparation of alpha-methoxy-4-hydroxyacetophenone
2 g of alpha-bromo-4-hydroxyacetophenone are dissolved in 11 g of methanol.
30 g of a saturated solution of sodium hydroxide in methanol (1 g NaOH/ 4.2 ml methanol) is added dropwise to the alpha-bromo-4-hydroxyacetophenone solution.
After the addition is complete, the solution is added to 30 g of ice and acidified to pH 6.
Alpha-methoxy-4-hydroxyacetophenone precipitates out and is filtered and dried to a greenish yellow product in about 85percent yield; the product is determined by 1-H-NMR to be substantially pure.
Reference: [1] Patent: US5107034, 1992, A,
  • 8
  • [ 2491-38-5 ]
  • [ 7440-44-0 ]
  • [ 32136-81-5 ]
Reference: [1] Patent: US5107034, 1992, A,
  • 9
  • [ 2491-38-5 ]
  • [ 19745-72-3 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 5, p. 2550 - 2557
[2] Chemical and Pharmaceutical Bulletin, 2015, vol. 63, # 8, p. 628 - 635
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