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[ CAS No. 78508-22-2 ] {[proInfo.proName]}

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Chemical Structure| 78508-22-2
Chemical Structure| 78508-22-2
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Product Details of [ 78508-22-2 ]

CAS No. :78508-22-2 MDL No. :MFCD26517193
Formula : C10H11BrN2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 271.11 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 78508-22-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 78508-22-2 ]
  • Downstream synthetic route of [ 78508-22-2 ]

[ 78508-22-2 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 78508-22-2 ]
  • [ 52415-29-9 ]
YieldReaction ConditionsOperation in experiment
27% With acetic acid; zinc In water at 75℃; for 1 h; Stirred Zinc granules (30 g, 459 mmol) were added over 30 minutes to a solution of crude Intermediate 10 (25 g, 93 mmol) in acetic acid (400 mL) and water (100 mL) at 75° C., after which the mixture was stirred for an additional 1 hour. The suspension was cooled, filtered, and extracted with ethyl acetate (2.x.2 L). The combined organic extracts were washed with water (2.x.2 L), saturated NaHCO3 solution (2.x.500 mL), and brine (2.x.500 mL), dried over magnesium sulfate (MgSO4), and filtered. The solvent was removed under reduced pressure to yield a purple residue which was purified by flash column chromatography, eluting with hexanes/methylene chloride (1:1), to provide 6-bromoindole (Intermediate 11) as a blue-white powder (4.9 g, 27percent over two steps): TLC Rf (1:9 ethyl acetate/chloroform)=0.81. The proton NMR spectrum (300 MHz, CDCl3) was identical to the known compound.
Reference: [1] Patent: US2003/225092, 2003, A1, . Location in patent: Page 12
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 1679 - 1680
[3] Chinese Chemical Letters, 2010, vol. 21, # 8, p. 889 - 891
  • 2
  • [ 78508-22-2 ]
  • [ 17826-04-9 ]
Reference: [1] Chinese Chemical Letters, 2010, vol. 21, # 8, p. 889 - 891
  • 3
  • [ 78508-22-2 ]
  • [ 5551-12-2 ]
Reference: [1] Organic Preparations and Procedures International, 2006, vol. 38, # 3, p. 325 - 331
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