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CAS No. : | 10133-30-9 | MDL No. : | MFCD05663673 |
Formula : | C9H6OS | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | QHHRWAPVYHRAJA-UHFFFAOYSA-N |
M.W : | 162.21 | Pubchem ID : | 139097 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H312-H315-H319-H332-H335 | Packing Group: | N/A |
GHS Pictogram: |
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* 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 |
---|---|---|
92% | With manganese(IV) oxide; In benzene; for 12.0h; | a) benzorblthiophene-5-carbaldehvde; <n="178"/>Benzo[b]thiophen-5-ylmethanol (311 mg, 1.89 mmol) was dissolved in anhydrous benzene (20 niL). MnO2 (1317 mg, 15.2 mmol) was added and the reaction was stirred for 12 h. The solution was filtered through celite and the filter cake was washed with ethyl acetate (50 mL). The filtrate was concentrated under vacuum to give the product (284 mg, 92%) as an off-white solid: 1H NMR (400 MHz, OMSOd6) delta 10.09 (s, IH), 8.46-8.45 (m, IH), 8.21 (d, J= 8.4 Hz, IH), 7.94 (d, J= 5.6 Hz, IH), 7.81 (dd, J= 8.4, 1.2 Hz, IH), 7.66 (d, J= 5.6 Hz, IH). |
570 mg | With manganese(IV) oxide; In dichloromethane; at 20℃; | To a solution of <strong>[20532-34-7]benzo[b]thiophen-5-ylmethanol</strong> (LXX) (1 g, crude) in DCM (20 mL) was added manganese oxide (6.36 g, 0.07 mol). The mixture was stirred at room temperature overnight. The mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by chromatography on silica gel (PE: EtOAc=10:1) to give benzo[b]thiophene-5-carbaldehyde (LXXI) as an orange solid. (570 mg, 3.51 mmol, 68.9% yield for 2 steps)1H NMR (DMSO-d6, 400 MHz) delta ppm 7.68 (d, J=5.2 Hz, 1H), 7.85 (d, J=8.4 Hz, 1H), 7.95 (d, J=5.2 Hz, 1H), 8.23 (d, J=8.4 Hz, 1H), 8.48 (s, 1H), 10.11 (s, 1H); ESIMS found C9H6OS m/z 163.0 (M+H) |