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CAS No. : | 66943-05-3 | MDL No. : | MFCD00075465 |
Formula : | C10H21NO4 | Boiling Point : | No data available |
Linear Structure Formula : | ((CH2CH2O)4CH2CH2NH) | InChI Key : | BJUOQSZSDIHZNP-UHFFFAOYSA-N |
M.W : | 219.28 | Pubchem ID : | 544820 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | 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 |
---|---|---|
73% | With caesium carbonate;tris-(dibenzylideneacetone)dipalladium(0); P(i-BuNCH2)3CMe; In toluene; at 110℃; for 24h;Product distribution / selectivity; | General Procedure for the Coupling of Aryl Halides with Aza-crown ethers using the Pd2(dba)3/1 or Pd2(dba)3/2 catalyst system (Tables 1 and 2): An oven-dried Schlenk flask equipped with a magnetic stirring bar was charged with Pd2(dba)3 (0.5-2 mol %, see Tables 1 and 2), an appropriate aza-crown ether (1.2 mmol), and NaO-t-Bu (1.4 mmol) or Cs2CO3 (1.5 mmol) inside a glovebox. If the aryl halide (1.0 mmol) was a solid, it was also added at this time. The flask was capped with a rubber septum and removed from the glove box. Ligand 1 or 2 (2-8 mol %) was then added via syringe from a stock solution (2 mM in toluene). Aryl halide (if a liquid, 1.0 mmol) and toluene (3 mL) were then successively added via syringe. The reaction mixture was heated at the temperature indicated (see Tables 1 and 2) for 24 hours. The mixture was then cooled to room temperature, adsorbed onto silica gel and then purified by column chromatography using initially 10% ethyl acetate/hexanes and then ethyl acetate as eluents. |