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CAS No. : | 149947-09-1 | MDL No. : | MFCD22381349 |
Formula : | C10H8BrFO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | XRTIKCDGWXFCNF-HWKANZROSA-N |
M.W : | 259.07 | Pubchem ID : | 18989439 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | 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 |
---|---|---|
78% | In toluene at 80℃; for 1h; | 3.a 2.17 g (6.5 mmol, 1.2 eq) of methyltriphenylphosphoranylidene acetate are added to a solution of 1.1 g (5.4 mmol, 1.0 eq) of 4-bromo-2-fluorobenzaldehyde in 10 ml of toluene. The reaction mixture is stirred for 1 hour at 80°C. The reaction is stopped by addition of 20 mL of water and then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then chromatographed on silica gel (80/20 heptane/ethyl acetate). 1.1 g of methyl 3-(4-bromo-2-fluorophenyl)acrylate in the form of a white solid are obtained. Yield = 78 % |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
42% | With potassium phosphate In water; N,N-dimethyl-formamide at 90℃; for 2h; | 3.b 44 mg (5 mol%) of tetrakis(triphenylphosphine)palladium are added to a solution of 200 mg (0.77 mmol, 1.0 eq) of methyl 3-(4-bromo-2-fluorophenyl)acrylate and 430 mg (1.15 mmol, 1.5 eq) of 3-heptyl-1-methyl-1-[3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]urea (prepared as in 1e) in a mixture of dimethylformamide and 2M potassium phosphate solution (8/2). The reaction mixture is stirred for 2 hours at 90°C. The reaction is stopped by addition of 10 mL of water and then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then chromatographed on silica gel (70/30 heptane/ethyl acetate). 138 mg of methyl 3-[3-fluoro-3'-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylate are obtained. Yield = 42 % |
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