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[ CAS No. 206347-30-0 ]

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Chemical Structure| 206347-30-0
Chemical Structure| 206347-30-0
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CAS No. :206347-30-0 MDL No. :MFCD09266210
Formula : C8H7BrO Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :199.05 g/mol Pubchem ID :22571869
Synonyms :

Safety of [ 206347-30-0 ]

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 [ 206347-30-0 ]

  • Upstream synthesis route of [ 206347-30-0 ]
  • Downstream synthetic route of [ 206347-30-0 ]

[ 206347-30-0 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 206347-32-2 ]
  • [ 206347-30-0 ]
YieldReaction ConditionsOperation in experiment
78% With n-butyllithium In tetrahydrofuran; hexane at -78 - 0℃; for 1 h; Synthesis of 7-Bromo-2,3-dihydro-benzofuran
A solution of 2.5M n-BuLi (13.0 ml, 32.5 mmol) was added to a solution of 1,3-dibromo-2-(2-bromo-ethoxy)-benzene (11.5, 32.0 mmol) in 115 ml of THF and 28 ml of hexane at -78° C. over 30 mins.
The reaction was continued at -78° C. for 30 minutes, then warmed to 0° C.
The mixture was poured into water (100 ml) and the aqueous phase was extracted with ether.
The combined organic layers were dried over Na2SO4, filtered, and concentrated to give a pale yellow oil.
Silica gel chromatography using a gradient of ethyl acetate in hexanes to give 7-bromo-2,3-dihydro-benzofuran as colorless needles (5.00 g, 78percent).
1H NMR (500 MHz, DMSO-d6) δ 7.27(dd, 1 Hz, 8 Hz, 1H), 7.20 (dd, 1 Hz, 7.5 Hz, 1H), 6.75 (t, 7.8 Hz, 1H), 4.59 (t, 9 Hz, 2H), 3.28 (t, 8.8 Hz, 2H).
Reference: [1] Tetrahedron Letters, 1998, vol. 39, # 15, p. 2219 - 2222
[2] Patent: US2006/30583, 2006, A1, . Location in patent: Page/Page column 104
[3] Patent: EP1972628, 2008, A1, . Location in patent: Page/Page column 56-57
[4] Patent: US2010/16297, 2010, A1, . Location in patent: Page/Page column 34
  • 2
  • [ 206347-32-2 ]
  • [ 496-16-2 ]
  • [ 206347-30-0 ]
Reference: [1] Patent: WO2005/58858, 2005, A1, . Location in patent: Page/Page column 168-169
  • 3
  • [ 608-33-3 ]
  • [ 206347-30-0 ]
Reference: [1] Tetrahedron Letters, 1998, vol. 39, # 15, p. 2219 - 2222
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