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Chemical Structure| 22214-30-8 Chemical Structure| 22214-30-8
Chemical Structure| 22214-30-8
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Product Details of [ 22214-30-8 ]

CAS No. :22214-30-8
Formula : C10H10O2
M.W : 162.19
SMILES Code : CC(/C=C/C1=CC=C(O)C=C1)=O

Safety of [ 22214-30-8 ]

Application In Synthesis [ 22214-30-8 ]

* 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 [ 22214-30-8 ]

[ 22214-30-8 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 2905-65-9 ]
  • [ 22214-30-8 ]
  • [ 881213-67-8 ]
YieldReaction ConditionsOperation in experiment
60% With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20℃; (2Z,4E)-l-(3-Chlorophenyl)-3-liydroxy-5-(4-hydroxyphenyl)penta-2,4-dien-l-one: NaH (60% dispersion, 0.477 g, 11.9 mmol) was added to a solution of methyl 3- chlorobenzoate (0.677 g, 3.97 mmol) and 4-hydroxybenzylideneacetone (0.644 g, 3.97. mmol) in anhydrous DMF (20 mL) at 0 C. The reaction was allowed to warm to room temperature overnight and quenched with saturated aqueous NH4Cl and neutralized with IM HCl. The reaction was diluted with ethyl acetate (80 mL) and the organic layer washed successively with saturated aqueous NaHCO3 and brine. The organic phase was separated and dried over Na2SO4, filtered, and concentrated in vacuo to provide the condensation. product as a yellow oil (0.717 g, 60 % yield).
  • 2
  • [ 58421-80-0 ]
  • [ 22214-30-8 ]
  • [ 1442476-86-9 ]
YieldReaction ConditionsOperation in experiment
77.2% With potassium carbonate; In acetonitrile; at 30 - 50℃; for 8h;Inert atmosphere; General procedure: A 100mL oven-dried round bottom flask charged with 1.62g (10.0mmol) (E)-4-(2-hydroxy-phenyl)-3-butylene-2-one or 4-(4-hydroxy-phenyl)-3-butylene-2-one, 1.65g (10.0mmol) 4-chloroquinazoline, and 3g potassium carbonate in dry acetonitrile (20mL) was placed at room temperature. The reaction mixture was stirred further for 8h at 30 to 50C. In the reaction mixture, the excess K2CO3 was filtered out, and the solvent was removed by evaporation. The crude product was recrystallized with anhydrous ethanol solvent to yield 75% to 86% of intermediates 4a to 4f. The data for 4a to 4f are shown below.
  • 3
  • [ 186534-02-1 ]
  • [ 22214-30-8 ]
  • (1E,4E)-1-(4-hydroxyphenyl)-5-(3,5,6-trimethylpyrazin-2-yl)-penta-1,4-dien-3-one [ No CAS ]
  • 4
  • [ 182344-13-4 ]
  • [ 22214-30-8 ]
  • (R)-4-(3-chloro-4-hydroxyphenyl)-4-(4-hydroxyphenyl)butan-2-one [ No CAS ]
 

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