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CAS No. : | 4316-51-2 | MDL No. : | MFCD03929020 |
Formula : | C19H17NO | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | KIGTXAWIOISJOG-UHFFFAOYSA-N |
M.W : | 275.34 | Pubchem ID : | 9882037 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H317-H319-H335-H413 | 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 |
---|---|---|
83% | With caesium carbonate;palladium diacetate; P(i-BuNCH2)3CMe; In toluene; at 100℃; for 15 - 20h;Product distribution / selectivity; | Pd(OAc)2/2-Catalyzed Amination of Aryl Iodides (Table 6). General Procedure: An oven-dried Schlenk flask equipped with a magnetic stirring bar was charged with Pd(OAc)2 (x mol %, see Table 6) and NaO-t-Bu (1.5 mmol) or Cs2CO3 (1.5 mmol). Amine (1.2 mmol) and aryl iodide (1.0 mmol) were also added at this time if they were solids. The flask was capped with a rubber septum, evacuated and then flushed with argon. This cycle was repeated three times. Ligand 2 (2x mol %, see Table 6) was then added via syringe from a stock solution. Aryl iodide (if a liquid, 1.0 mmol), amine (if a liquid, 1.2 mmol) and toluene (3 mL) were then successively added by syringe. The reaction mixture was heated at a temperature indicated in Table 6 until the starting material had been completely consumed as judged by TLC (15-20 hours). The mixture was cooled to room temperature, adsorbed onto silica gel and then purified by column chromatography (hexanes/ethyl acetate as eluent). |