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CAS No. : | 59236-37-2 | MDL No. : | MFCD10696881 |
Formula : | C7H6ClNO | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | WVXCOXXJTWKDPJ-UHFFFAOYSA-N |
M.W : | 155.58 | Pubchem ID : | 11252138 |
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 |
---|---|---|
89% | With manganese(IV) oxide; In dichloromethane; at 20℃; for 23h;Inert atmosphere; | General procedure: To a solution of 1a (1.2 g, 7.61 mmol) in CH2Cl2 (20 mL) was added MnO2 (2.6 g, 30.1 mmol) and stirred at rt under an Ar atmosphere. After 23 h with stirring, the reaction mixture was filtrated and evaporated. The residue was crystallized from AcOEt to give 7a (1.0 g, 85%) as a yellow needle crystal. |
84% | With manganese(IV) oxide; In dichloromethane; at 20℃; for 48h;Inert atmosphere; | General procedure: Benzyl alcohol derivative 11 (1 eq.) was dissolved in CH2Cl2 (0.4 M). Manganese (IV) oxide (2.1 eq.)was added under argon and the solution was left to stir at room temperature for 48 h. The progress ofthe reaction was monitored by TLC analysis. After completion, manganese oxide was filtered off andthe resulting filtrate was concentrated under reduced pressure. The crude product was purified by silicacolumn chromatography employing mixtures of n-hexane and ethyl acetate as eluents to obtain thedesired product 10. |
76.2% | With manganese(IV) oxide; In dichloromethane; at 20℃; for 40h;Inert atmosphere; | In a 2L 3-neck round bottom flask, the stirred solution of <strong>[37585-16-3](2-amino-4-chlorophenyl)methanol</strong> 2 (32 g, 203.82 mmol) in DCM (765 mL), manganese(IV) oxide (150 g, 1.724 mol) was added at rt. The resulting reaction mixture was stirred at rt under argon atmosphere for 40 h. On completion of reaction the reaction mixture was filtered through CELITE pad and solid residue was washed thoroughly with DCM (1000 mL). The combined filtrate was concentrated under reduced pressure to give 2-amino-4-chlorobenzaldehyde as orange solid. Yield: 24g (76.2 %). |
74.1% | With manganese(IV) oxide; In dichloromethane; at 20℃;Inert atmosphere; | A mixture of (2-amino-4- chlorophenyl)methanol (3.8 g, 24.2 mmol) and MnC (8.4 g, 96.8 mmol) in CH2CI2 (60 mL) was stirred at r.t. overnight under N2. The resulting mixture was filtered and concentrated under reduced pressure. The residue was re-crystallized from EtOAc/PE to give 2-amino-4-chlorobenzaldehyde (2.8 g, 74.1% yield). LC-MS: m/z: 156 (M+H)+. |
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