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CAS No. : | 77620-05-4 | MDL No. : | MFCD23098280 |
Formula : | C10H10O4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 194.18 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* 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 potassium carbonate; In N,N-dimethyl-formamide; for 4h; | General procedure: synthesis of alkyl 2-formylbenzoate. Iodomethane (0.6 mL, 9.5 mmol) was added toa stirred solution of 2-formylbenzoic acid (0.765 g, 5.1 mmol) andpotassium carbonate (0.387 g, 2.8 mmol) in DMF (4 mL). The reactionmixture was refluxed for 4 h, diluted with water (8 mL), andextracted with DCM. The combined organic phases were washedwith 1 N HCl (4 mL), saturated aqueous NaHCO3 (4 mL), and driedover Na2SO4. After filtration and evaporation of the solvents invacuum, the crude product was purified by column chromatographyon silica gel . |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55% | With silver fluoride; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In methanol; at -20℃; for 5h; | 2.2.3.6 (R)-3-Allyl-6-methoxyisobenzofuran-1(3H)-one (8f) Representative procedure C was followed. The crude product was purified by column chromatography on silica gel (n-hexane/EtOAc: 1/1) to yield 8f (68.5 mg, 55%). The spectroscopic data was in full agreement with spectral data of an authentic sample. 6 1H NMR (300 MHz, CDCl3): delta=7.36 (s, 1H), 7.33 (d, J=2.1 Hz, 1H), 7.20-7.24 (m, 1H), 5.80-5.69 (m, 1H), 5.47 (t, J=5.9 Hz, 1H), 5.21-5.14 (m, 2H), 3.87 (s, 3H), 2.71-2.57 (m, 2H). 13C NMR (75 MHz, CDCl3): delta=170.5, 160.7, 141.8, 131.3, 127.6, 122.9, 122.9, 119.7, 107.5, 80.1, 55.8, 38.8. [alpha]D20 +19.3 (c 0.4, CHCl3). |