7-Bromo-5-fluorobenzo[b]furan synthesis
- Product Name:7-Bromo-5-fluorobenzo[b]furan
- CAS Number:253429-19-5
- Molecular formula:C8H4BrFO
- Molecular Weight:215.02
253429-18-4
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$128.00/1g
253429-19-5
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$53.00/250mg
Yield:253429-19-5 52%
Reaction Conditions:
with Amberlyst-15 in chlorobenzene;Heating / reflux;
Steps:
I
A mixture of 109.4 gm Amberlyst-15 in 707 mL chlorobenzene was heated at reflux to remove water by azeotropic distillation. Distillate was removed until the volume remaining in the pot was about 500 mL. To this mixture was then added dropwise over 2 hours a solution of 109.4 gm (356 mMol) 2-(2-bromo-4-fluorophenoxy)acetaldehyde diethyl acetal in 4060 mL chlorobenzene. The mixture was stirred at reflux with constant water removal. When no more water was observed in the azeotrope distillate, the reaction mixture was cooled to room temperature. The filter cake was washed with 400 mL dichloromethane and the combined filtrates were concentrated under reduced pressure to provide 102 gm of a colorless oil. This oil was diluted with 500 mL hexane and subjected to silica gel chromatography, eluting with hexane. Fractions containing the desired product were combined and concentrated under reduced pressure to provide 39.6 gm (52%) of the title compound.1H-NMR(CDCl3): δ 7.75 (d, J=2.1 Hz, 1H), 7.27 (dd, JH,H=2.5 Hz, JH,F=8.8 Hz, 1H), 7.25 (dd, JH,H=2.5 Hz, JH,F=8.3 Hz, 1H), 6.85 (d, J=2.2 Hz, 1H).
References:
US7045545,2006,B1 Location in patent:Page/Page column 18
7252-83-7
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496-69-5
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253429-19-5
42 suppliers
$53.00/250mg
496-69-5
301 suppliers
$6.00/5g
253429-19-5
42 suppliers
$53.00/250mg
2105-94-4
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253429-19-5
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$53.00/250mg
286836-04-2
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286836-08-6
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253429-19-5
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$53.00/250mg
286836-07-5
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