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Chemical Structure| 672904-14-2 Chemical Structure| 672904-14-2

Structure of 672904-14-2

Chemical Structure| 672904-14-2

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Product Details of [ 672904-14-2 ]

CAS No. :672904-14-2
Formula : C11H12O2
M.W : 176.21
SMILES Code : O=C1CCOC2=C1C=C(CC)C=C2
MDL No. :MFCD03789268
InChI Key :RIOPQFHGBYBLIQ-UHFFFAOYSA-N
Pubchem ID :21390966

Safety of [ 672904-14-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P264-P270-P301+P312-P330-P501

Application In Synthesis of [ 672904-14-2 ]

* 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.

  • Downstream synthetic route of [ 672904-14-2 ]

[ 672904-14-2 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 358351-16-3 ]
  • [ 672904-14-2 ]
YieldReaction ConditionsOperation in experiment
79% The carboxylic acid (0.800 g, 4.12 mmol) was stirred with thionyl chloride (6 mL, 82.4 mmol, 20 equiv) at reflux for 2 h. Excess thionyl chloride was removed under reduced pressure. The acid chloride thus obtained was used without further purification in the next reaction. Aluminum chloride (1.10 g, 8.24 mmol, 2 equiv) was added in one portion to a solution of acid chloride as above in dry methylene chloride (50 mL) and the resulting brown mixture was stirred at reflux for 14 h and cooled to room temperature. The mixture was poured onto crushed ice, then 6 M hydrochloric acid (20 mL) was added and the mixture was extracted with methylene chloride. The combined organics were washed with saturated sodium chloride, dried (magnesium sulfate), and concentrated under reduced pressure. Purification by flash column chromatography (silica, gradient 10: 1, and 6: 1 hexanes/ethyl acetate) yielded chromonone 37 (574 mg, 79%) as a colorless oil :'H NMR (300 MHz, CDCl3) 5 7.72 (d, J=2. 2 Hz, 1H), 7.32 (dd, J=8. 5,2. 2 Hz, 1H), 6.90 (d, J=8. 5 Hz, 1H), 4.52 (t, J=6. 5 Hz, 2H), 2,80 (t, J=6. 5 Hz, 2H), 2.60 (q, J=7. 6 Hz, 2H), 1.20 (t, J=7. 6 Hz, 3H); ESI MS m/z 177 [C11 H1202+H]
  • 2
  • [ 672904-14-2 ]
  • [ 676137-00-1 ]
YieldReaction ConditionsOperation in experiment
84% Pyridinium hydrobromide perbromide (743 mg, 2.32 mmol) was added to a solution of the chromonone (372 mg, 2.11 mmol) in dry methylene chloride (15 mL) and the reaction mixture was stirred at room temperature for 2 h. Water (15 mL) was added to the mixture and the layers were separated. The aqueous layer was further extracted with methylene chloride. The combined organics were dried (magnesium sulfate) and concentrated under reduced pressure. Purification by flash column chromatography (silica, gradient 20: 1, and 10: 1 hexanes/ethyl acetate) provided the bromo ketone (450 mg, 84%) as a slightly yellow oil :'H NMR (300 MHz, CDC13) o 7.77 (d, J=2. 2 Hz, 1 H), 7.39 (dd, J=8. 5,2. 2 Hz, 1 H), 6.97 (d, J=8. 5 Hz, 1 H), 4.68-4. 52 (m, 3H), 2.62 (q, J=7. 6 Hz, 2H), 1.22 (t, J=7. 6 Hz, 3H); ESI MS m/z 255 [C1 lCl 1 BrO2+H] +.
  • 5
  • 1-(3-bromo-5-ethyl-2-methoxyphenyl)ethan-1-one [ No CAS ]
  • [ 672904-14-2 ]
 

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