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CAS No. : | 15206-55-0 | MDL No. : | MFCD00008443 |
Formula : | C9H8O3 | Boiling Point : | - |
Linear Structure Formula : | C6H5C(O)CO2CH3 | InChI Key : | YLHXLHGIAMFFBU-UHFFFAOYSA-N |
M.W : | 164.16 | Pubchem ID : | 84835 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | 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 |
---|---|---|
With hydrogen;chloro(1,5-cyclooctadiene)rhodium(I) dimer; C40H58FeN2O3P2; In toluene; at 25℃; under 60006.0 Torr; for 23h;Product distribution / selectivity; | The catalyst precursor and the ligand were stirred in the solvent under argon. A solution of the substrate was added, the argon is drawn off with vacuum and the vessel is connected to a hydrogen supply at the given pressure and temperature. Switching on the stirrer starts the hydrogenation. After the given time, the stirrer is switched off and the solution is placed under argon again. Conversion and enantiomeric excess (ee) are determined by gas chromatography. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66% | General procedure: To a stirred solution of 1a (0.36 g, 2.0mmol) in THF (5 mL) at ?78 C was added n-BuLi (1.6 M in hexane; 4.0 mmol) dropwise. After 15 min,temperature was raised to 0 C and stirring was continued for 2.5 h. Then, the mixture was cooled to ?78C and MeCOCO2Me (0.20 g, 2.0 mmol) was added dropwise. The resulting mixture was graduallywarmed to 0 C, treated with saturated aqueous NH4Cl (20 mL), and extracted with AcOEt (3 × 15 mL).The combined extracts were washed with brine (15 mL), dried (Na2SO4), and concentrated by evaporation.The residue was purified by column chromatography on SiO2 (AcOEt/hexane 1:3) to afford 2a (0.28 g,50percent); |