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CAS No. : | 128868-60-0 | MDL No. : | MFCD09056755 |
Formula : | C8H5BrO | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | YFKGZOJEQUDHAD-UHFFFAOYSA-N |
M.W : | 197.03 | Pubchem ID : | 15158721 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P280-P305+P351+P338 | UN#: | |
Hazard Statements: | H302 | 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 |
---|---|---|
With tetrakis(triphenylphosphine) palladium(0); In N,N-dimethyl acetamide; at 140℃; for 12h;Inert atmosphere; | To a solution of 4-bromobenzofuran (5.20 g, 13.2 mmol, 1.00 equiv) in DMAC (50.0 mL) was added zinc cyanide (6.85 g, 58.3 mmol, 4.42 equiv) and Pd(PPh3)4 (1.52 g, 1.32 mmol, 0.100 equiv). The mixture was stirred at 140 C for 12 h under a nitrogen atmosphere. The reaction mixture was diluted with ethyl acetate (80.0 mL), washed with brine (50.0 mL x 3), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a residue. The crude material was purified by column chromatography (petroleum ether / ethyl acetate = 50 / 1 to 0 / 1) to afford benzofuran-4-carbonitrile (1.60 g, 10.1 mmol, 76.2% yield, 90.0% purity) as a light-yellow oil. 1H NMR (400MHz, CDC13) d = 7.80 (d, J=2.0 Hz, 1H), 7.75 (d, =8.4 Hz, 1H), 7.60 (d, J=8.0 Hz, 1H), 7.38 (t, J=8.4 Hz, 1H), 7.03 - 7.00 (m, 1H). |