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CAS No. : | 83846-48-4 | MDL No. : | MFCD00040872 |
Formula : | C7H6ClI | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | PJYASWQMTNNSSL-UHFFFAOYSA-N |
M.W : | 252.48 | Pubchem ID : | 2801329 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 | UN#: | N/A |
Hazard Statements: | H315-H319 | Packing Group: | N/A |
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 |
---|---|---|
With potassium fluoride;copper(I) iodide; In diethyl ether; water; N,N-dimethyl-formamide; | Preparation Example 4-1 2-Chloro-4-iodotoluene(22.0 g) was dissolved in N,N-dimethylformamide (110 ml), and copper(I) iodide (49.8 g), <strong>[383-62-0]ethyl chlorodifluoroacetate</strong> (37.8 g) and potassium fluoride (15.2 g) were added. The mixture was stirred at internal temperature of 116C for 70 hr. The reaction mixture was filtered through celite. Water (11 ml) and diethyl ether (110 ml) were added to the filtrate under ice-cooling and the mixture was filtered through -celite. The filtrate was separated and the aqueous layer was extracted again with diethyl ether (110 ml). The organic layers were combined and washed with saturated brine (110 ml), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give 2-chloro-4-trifluoromethyltoluene (23.0 g) as a brown oil. 1H-NMR(CDCl3): 2.43(3H, s), 7.34(1H, d, J=8Hz), 7.42(1H, d, J=8Hz), 7.60(1H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
84.7% | A solution of 2-chloro-4-iodo-l-methylbenzene (0.561 g, 2.22 mmol) in diethyl ether (4.94 mL) at -78 C was treated with butyllithium (2.5 M in hexanes) (0.933 mL, 2.33 mmol) and stirred at -78 C for 30 min. The reaction mixture was treated with ethyl (2238) chlorodifluoroacetate (0.338 ml, 2.67 mmol), warmed slowly to 0 C, and stirred at 0 C for 1 h. The reaction mixture was quenched with saturated ammonium chloride solution at 0 C and diluted with diethyl ether and water. The organic layer was separated and washed with brine, dried over sodium sulfate, filtered, and concentrated to give the desired product (0.45 g, 84.7%) as a yellow oil that was used without further purification. LCMS for C9H7CI2F2O (M+H)+: m/z = 239.0, 241.0; Found: 239.0, 241.0. |