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Chemical Structure| 228415-25-6 Chemical Structure| 228415-25-6

Structure of 228415-25-6

Chemical Structure| 228415-25-6

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Product Details of [ 228415-25-6 ]

CAS No. :228415-25-6
Formula : C23H30N2O
M.W : 350.50
SMILES Code : OC(C#C)(C1=CC=C(N(CC)CC)C=C1)C2=CC=C(N(CC)CC)C=C2
MDL No. :N/A
InChI Key :IZWIZOSDISZSCE-UHFFFAOYSA-N
Pubchem ID :15508567

Safety of [ 228415-25-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 228415-25-6 ]

* 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 [ 228415-25-6 ]

[ 228415-25-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 90-93-7 ]
  • [ 1066-26-8 ]
  • [ 228415-25-6 ]
  • [ 135-91-1 ]
YieldReaction ConditionsOperation in experiment
General procedure: Preparation methods of 3,3-diaryl-3H-naphtho[2,1-b]pyrans were generally based on condensation reactions taking place in the apolar solvent as toluene under acid catalysis, which starting from suitable naphthols and propargyl alcohols.[26], [27] and [28]The propargyl alcohol (2) was prepared from the diaryl ketone (1) as outlined in Scheme 1. 10 mmol diaryl ketone (1) was dissolved in 50 mL dry THF and was added dropwise to a solution of 50 mmol sodium acetylide in THF below 0 C. The mixture was then allowed to stir at room temperature for about 3 h until none of the diaryl ketone (1) remained by TLC examination of the reaction mixture. The reaction mixture was poured into iced water for separation. The organic phase was collected and followed by washing with water (3×50 mL) and then dried (anhyd Na2SO4). The propargyl alcohol was then obtained in the yield of about 80% after the short flash chromatography and was used for subsequent procedure directly.273 mmol propargyl alcohol (2), 3 mmol 2-naphthol derivative (3), and 1.0 g p-toluenesulfonic acid (TsOH) were dissolved in 50 mL toluene. The reaction mixture was refluxed for about 2 h until TLC examination indicated that none of the propargyl alcohol remained. The mixture was cooled to room temperature and washed with 1 mol L-1 NaOH solution (2×50 mL) and water. After drying with anhyd Na2SO4, removal of the toluene by vacuum evaporation gave a dark gum. The pure naphthopyran product was obtained by elution from silica using 10% ethyl acetate/hexane.
 

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