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CAS No. : | 3123-46-4 | MDL No. : | MFCD00177946 |
Formula : | C11H10O3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 190.20 | Pubchem ID : | - |
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-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 |
---|---|---|
80% | at 0 - 20℃; for 20.5 h; | A) 4-Oxo-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid methyl ester [0117] 2-Phenylglutaric anhydride (52.2 g, 0.274 mol) and concentrated sulfuric acid (274 mL) were heated in an oil bath at 70° C. for a period of 1.5 h. The resulting mixture was allowed to cool to RT and was added to cooled solution (ice/water bath) of MeOH (550 mL) over a period of 30 min. Upon complete addition, the mixture was allowed to warm to RT and stirred for 20 h. The mixture was poured over one liter of ice. Brine (500 mL) and water (500 mL) were added and the resulting mixture was extracted with EtOAc (4.x.500 mL). The combined organics were washed successively with sat. NaHCO3 (500 mL), water (500 mL) and brine (500 mL). The organics were dried (Na2SO4), filtered and concentrated to provide the 44.8 g (80percent) of the title compound as a brown oil which was used without further purification: 1H NMR (CDCl3, 400 MHz) δ 8.02 (dd, 1H, J=7.9, 1.3 Hz), 7.48 (td, 1H, J=7.5, 1.3 Hz), 7.35 (td, 1H, J=7.5, 1.3 Hz), 7.29 (1H, d, J=7.9 Hz), 3.96, (t, 1H, J=5.0 Hz), 3.69 (s, 3H), 2.87 (ddd, 1H, J=17.4, 11.6, 5.0 Hz), 2.60 (dt, 1H, J=17.4, 5.0 Hz), 2.51-2.43 (m, 1H), 2.36-2.27 (m, 1H); GCMS m/z 204 (M+). |