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CAS No. : | 61072-56-8 | MDL No. : | MFCD00143282 |
Formula : | C7H4ClFO | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | UVGYSEIWAOOIJR-UHFFFAOYSA-N |
M.W : | 158.56 | Pubchem ID : | 2724908 |
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 |
---|---|---|
19 g | With 1,3-dimethyl-2-imidazolidinone; potassium carbonate; at 100℃; for 15h; | (1) A suspension of Compound 1 (10.0 g), Compound 2 (14.0 g), and potassium carbonate (13.1 g) in 1,3-dimethyl-2-imidazolidinone (80 mL) was stirred at 100°C for 15 hours. The reaction mixture was cooled to room temperature, then water was added thereto, and extracted with ethyl acetate. The resultant organic layer was washed with water and saturated saline, dried, and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane:ethyl acetate=99:1-90:10) to give Compound 3 (19.0 g) as a yellow viscous material. MS (APCI) : m/z 324/326 [M+H]+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
20% | A vial was charged with <strong>[33689-29-1]methyl 1-hydroxycyclopropane-1-carboxylate</strong> (1.28 g, 11.0 mmol, 1.10 equiv) and THF (20 mL). Sodium hydride (60% in oil, 600 mg, 15.0 mmol, 1.50 equiv) was added dropwise at 0 C. The resulting solution was stirred for 0.5 h at room temperature. Then 4- chloro-2-fluorobenzaldehyde (1.59 g, 10.0 mmol, 1.00 equiv) was added. The resulting solution was stirred overnight at room temperature and quenched by water (20 mL). The mixture was extracted with DCM (3 x 30 mL) and the organic layers were combined, washed with water (3 x 10 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 500 mg (20% yield) of methyl 1-(5- chloro-2-formylphenoxy)cyclopropane-1-carboxylate as a white solid. LCMS (ESI, m/z): 255 [M+H]. |
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