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Chemical Structure| 27816-52-0 Chemical Structure| 27816-52-0

Structure of 27816-52-0

Chemical Structure| 27816-52-0

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Product Details of [ 27816-52-0 ]

CAS No. :27816-52-0
Formula : C10H11N
M.W : 145.20
SMILES Code : CC1C2C=CN(C)C=2C=CC=1

Safety of [ 27816-52-0 ]

Application In Synthesis of [ 27816-52-0 ]

* 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 [ 27816-52-0 ]

[ 27816-52-0 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 27816-52-0 ]
  • [ 33513-42-7 ]
  • [ 170489-16-4 ]
YieldReaction ConditionsOperation in experiment
General procedure: To a cooled solution of DMF (5 mL, 3 mL per 1 mL of POCl3) at 0 C was added phosphorus oxychloride (1.6 mL, 18 mmol) drop-wise, and then the mixture was stirred at the same temperature for 1 h. Then N-methyl indole (ca. 12 mmol) was added as a DMF solution (10 mL), forming a heavy suspension that required vigorous stirring. The mixture was then allowed to warm to room temperature and stirred for 5 hours. Then 2M NaOH (27 mL) was added slowly with vigorous stirring. The mixture was heated to reflux for 20 minutes. Then the reaction was cooled to room temperature and diluted with EtOAc (15 mL) and water (15 mL). The organic layer was separated and the aqueous layer was extracted with EtOAc (2×15 mL). The combined organic layers were washed with water (4×15 mL) and brine, dried over anhydrous Na2SO4 and concentrated in vacuo to furnish the desired aldehyde as yellowish solid that required no further purification.
  • 2
  • [ 27816-52-0 ]
  • [ 110-18-9 ]
  • [ 170489-16-4 ]
YieldReaction ConditionsOperation in experiment
66% With C48H39N3; oxygen; potassium iodide; In water; acetonitrile; for 48h;Irradiation; Compound 1 (1 mmol) was weighed and dissolved in 5 mL of acetonitrile to dissolve KI (664 mg, 4 mmol) in 1 mL of water and 20 mg. CMP-CSU1, Add to a 25 mL reaction flask and add 300 μl of 2 with a pipette. The LED lamp was continuously illuminated for 48 hours under continuous oxygen supply. The solvent was evaporated to dryness and purified to give the corresponding product 3a (yield: 90%), 3b (yield: 66%), 3c (yield: 72%).
  • 3
  • [ 27816-52-0 ]
  • [ 50-00-0 ]
  • [ 170489-16-4 ]
  • 4
  • [ 27816-52-0 ]
  • [ 75-50-3 ]
  • [ 170489-16-4 ]
  • 5
  • [ 27816-52-0 ]
  • [ 170489-16-4 ]
YieldReaction ConditionsOperation in experiment
68% With N,N,N,N,-tetramethylethylenediamine; Eosin; potassium iodide; In water monomer; acetonitrile; at 20℃; for 52h;Irradiation; General procedure: A 10 mL reaction bottle was charged with 1 (0.5 mmol), TMEDA (2 equiv, 1 mmol), EY (0.1 equiv, 0.05mmol), KI (4 equiv, 2 mmol), MeCN (5 mL) and H2O (1 mL). Under the condition of air, the reaction wasirradiated by two 450 nm blue LED lamps and detected by TLC. After complete reaction, the product 3 wasconcentrated under vacuum and purified by silica gel chromatography with petroleum ether / ethyl acetate.
 

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