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CAS No. : | 6305-95-9 | MDL No. : | MFCD00045175 |
Formula : | C9H9ClO | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | LWGNDIMNCPMZOF-UHFFFAOYSA-N |
M.W : | 168.62 | Pubchem ID : | 229355 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* 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 |
---|---|---|
31% | A solution of 1-(2-chlorophenyl)propan-2-one (80 mg, 0.47 mmol) in anhydrousTHF (1 mL) was cooled to 0 C followed by the dropwise addition of tert-butylmagnesium chloride (2 M in diethyl ether, 0.24 mL, 0.47 mmol) and stirred at RI for 10 mm. Ihe suspension was re-cooled to 0 C before the dropwise addition of a solution of <strong>[2972-52-3]2,4-dichloropyrimidine-5-carbonyl chloride</strong> (100 mg, 0.47 mmol) in anhydrous IHF(0.5 mL) . Ihe reaction mixture was stirred at RI for 60 mm then quenched by the addition of water (5 mL), neutralised with a few drops of citric acid solution and extracted into ethyl acetate (3 x 5 mL) . Ihe combinedorganic phases were dried over Na2504, filtered and concentrated to dryness under reduced pressure. Ihe residue was purified by flash chromatography (10-60%, EtOAc in cyclohexane) to give the title compound (45 mg, 31%) as an orange solid. ‘H NMR (500 MHz, CDC13) : 6 9.39(s, 1H), 7.52 (dd, 1H), 7.34-7.42 (m, 2H), 7.22 (dd, 1H),2.30 (s, 3H) . LCMS (Method A) : RT = 1.27 mi m/z = 307,309 [M+H]. |
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