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CAS No. : | 1346817-49-9 | MDL No. : | MFCD22100912 |
Formula : | C11H8FNO | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | LUARUWIBWQTXMZ-UHFFFAOYSA-N |
M.W : | 189.19 | Pubchem ID : | 67465363 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
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* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | -(6-Fluoro- uinolin-8-yl)-ethanoneTo a solution of 6-fluoro-8-bromo-quinoline (1.53 g, 6.8 mmol) in acetonitrile (35 ml_) was added palladium(ll) acetate (0.31 g, 1.36 mmol, 0.2 eq.), butyl vinyl ether (2.04 g, 20 mmol, 3.0 eq.), and 1 ,3-bis(diphenylphosphino)propane (0.70 g, 1.7 mmol, 0.25 eq) was added triethylamine (1.1 g, 11 mmol, 1.6 eq). The resulting mixture was heated to 90 C for 17 hr and then evaporated under reduced pressure. The residue was dissolved in aqueous hydrochloric acid (2M, 15 ml_) and stirred, at room temperature, for 1.5 hr. This mixture was then diluted with water (35 ml_) and the pH adjusted with solid sodium hydrogen carbonate until neutral. The mixture was then extracted with ethyl acetate (100 ml_); the organic phase was dried over over magnesium sulphate. The resulting mixture was filtered and concentrated under reduced pressure to give a brown oil. This crude product was purified by chromatography on silica gel eluting with 10% ethyl acetate in pentane (by volume) to produce the title compound as a pale yellow solid (0.91 g, 71 %).1H NMR (400 MHz, CDCI3): δ ppm 2.96 (s, 3H), 7.48 (dd, 1 H), 7.56 (dd, H), 7.74 (dd, 1 H), 8.16 (dd, 1 H), 8.95 (dd, 1 H) |