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CAS No. : | 7044-92-0 | MDL No. : | MFCD00719462 |
Formula : | C10H10O2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | AIBJDPZNCNFKMR-UHFFFAOYSA-N |
M.W : | 162.19 | Pubchem ID : | 595698 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 | UN#: | |
Hazard Statements: | H302-H312-H315-H319-H332-H335 | Packing Group: | |
GHS Pictogram: |
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* 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 |
---|---|---|
82% | Weigh 5g of raw materials (19mmol) and 0.17g, 0.95mmol of hexamethylphosphoric triamide (HMPA), put them into a 500mL three-necked flask with a built-in thermometer, and after 3 times of vacuum ventilation,Place it in a dry ice ethanol bath, control the temperature at -78C, add 2.1 equiv tert-butyl lithium (39.9 mmol, 30.69 mL, 1.3 M/L) dropwise, and the addition is completed in 1 hour. Slowly rise to room temperature, and continue stirring at room temperature for 20 min. Then the reaction system was reset in a dry ice ethanol bath, kept at -78C, and 13.89g of DMF was slowly added dropwise to the system. After the addition was completed, the dry ice ethanol bath was removed, and the mixture was stirred at room temperature for 50 minutes. Under ice bath, 40mL saturated aqueous ammonium chloride solution was added dropwise to the reaction system and quenched; ethyl acetate was extracted twice, the organic phase was washed twice with saturated brine, the organic phase was dried, concentrated under reduced pressure, evaporated to dryness, and the crude product was subjected to Purified by column chromatography, 2.54 g of white solid was obtained with a yield of 82%. |