CAS No. : | 129940-50-7 | MDL No. : | MFCD00273373 |
Formula : | C22H20O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | XFSXUCMYFWZRAF-NRFANRHFSA-N |
M.W : | 316.39 | Pubchem ID : | 7168113 |
Synonyms : |
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 |
---|---|---|
85% | With sodium hydroxide; potassium tert-butylate; In diethylene glycol dimethyl ether; water; toluene; | Example 1-(9) 5-Chloro-2-[[(2S)-2-hydroxy-3-(trityloxy)propyl]oxy]benzonitrile To a diglyme (1.1 L) solution of <strong>[13589-72-5]5-chloro-2-hydroxybenzonitrile</strong> (the compound of Reference Example 1; 270 g, 1.8 mol) and (2S)-2-[(trityloxy)methyl]oxirane (465 g, 1.47 mol) was added potassium tert-butoxide (33 g, 0.29 mol) at room temperature, followed by stirring the reaction mixture at 105 C. for 23 hours. The reaction mixture was cooled with ice, to which toluene (2 L) and a 1N sodium hydroxide aqueous solution (1.35 L) were then added to separate an organic layer. The organic layer was washed 3 times each sequentially with the 1N sodium hydroxide aqueous solution (1.35 L) and warm water (3 L), followed by vacuum concentration. Toluene (3 L) was added to the concentrate, to dissolved it, followed by cooling and filtering the precipitated crystal to obtain 590 g of the title compound (yield: 85%). 1H-NMR (CDCl3)delta: 2.50 (1H, d, J=6.1 Hz), 3.35~3.45 (2H, m), 4.05~4.20 (3H, m), 6.91 (1H, d, J=9.0 Hz), 7.22~7.33 (8H, m), 7.38~7.53 (9H, m). |
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