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Chemical Structure| 291773-42-7 Chemical Structure| 291773-42-7

Structure of 291773-42-7

Chemical Structure| 291773-42-7

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Product Details of [ 291773-42-7 ]

CAS No. :291773-42-7
Formula : C14H12O
M.W : 196.24
SMILES Code : CC1=CC=C(C(C2)=CC3=C2C=CC=C3)O1

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Application In Synthesis of [ 291773-42-7 ]

* 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 [ 291773-42-7 ]

[ 291773-42-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 534-22-5 ]
  • [ 10485-09-3 ]
  • [ 291773-42-7 ]
YieldReaction ConditionsOperation in experiment
92% 1.57 mol / L n-butyllithium / n-hexane solution (44 mL, 69 mmol) of dimethylmethoxyether (75 mL) of 2-methylfuran cooled to -78 C. was added dropwise and the mixture was stirred at room temperature, The mixture was stirred for 2 h. After stirring, 125 mL of dimethyl methoxy ether was added and after cooling to -78 C., triisopropyl borate (16.9 mL, 73 mmol) was added and the mixture was stirred overnight at room temperature. After stirring, 170 mL of water, 15.5 g (146 mmol) of sodium carbonate, 10.0 g (51.3 mmol) of <strong>[10485-09-3]2-bromoindene</strong> and 5.0 g (4.33 mmol) of tetrakis (triphenylphosphino) palladium were sequentially added and heated at 85 C. with stirring It's 4 hours.The reaction solution was poured into ice water, ether extraction was carried out three times, and the ether phase was washed with saturated saline until neutral. Sodium sulfate was added and the mixture was allowed to stand overnight, and then the reaction solution was dried. Anhydrous sodium sulfate was filtered, the solvent was distilled off under reduced pressure, and the residue was purified on a silica gel column to obtain 9.2 g of 2- (5-methyl-2-furyl) indene. Yield 92%
  • 2
  • [ 291773-42-7 ]
  • [ 10485-09-3 ]
  • [ 75-78-5 ]
  • C25H24OSi [ No CAS ]
YieldReaction ConditionsOperation in experiment
46% n a fully dried, argon purged 100 mL reactor,JP-A-2012-206997 2. 4-g 2- (5-methyl-2-furyl) -1-indene synthesized by the method described in the publicationCharge (15.0 mmol) and 20 mL of tetrahydrofuran,n-Butyllithium solution 9.70 mL(Hexane solution, 1.55 M, 15.0 mmol) is added,Stir at room temperature for 2 hours. This reaction solution is9.00 mL (75.3 mmol) of dimethylsilyl dichloride in 10 mL of n-hexane diluted solutionAdd slowly while cooling at -78 C,Stirring was continued for 20 hours while returning to room temperature.After the solvent of the reaction solution and unreacted dimethylsilyl dichloride were distilled off, 20 mL of tetrahydrofuran and 1.50 mL (16.0 mmol) of 1,3-dimethyl-2-imidazolidinone were added to the residue.In a fully dried, argon purged 200 mL reactor, 1.45 g (59.8 mmol) of magnesium pieces are charged,Stir vigorously for 30 minutes while heating under reduced pressure.After cooling to room temperature, attach a reflux condenser,A piece of iodine and 10 mL of tetrahydrofuran were charged and stirred.After dropwise addition of 1.0 mL of a dilute solution of 2.93 g (15.0 mmol) of <strong>[10485-09-3]2-bromoindene</strong> in 10 mL of tetrahydrofuran,Heat to reflux until the iodine color disappears in the dryer,After the reaction starts, the remaining droplets areAfter completion of the dropwise addition, the mixture was stirred at room temperature for 2 hours.This solution isAdd dropwise to the previous reaction residue dilution solution cooled to -78 C,Stirring was continued for 19 hours while slowly warming to room temperature.Add saturated aqueous ammonium chloride solution,The soluble fraction is extracted with n-hexane and the obtained fraction is saturated.Washed with Japanese salt water and dried over anhydrous magnesium sulfate.After filtering the magnesium sulfate,The residue obtained by distilling off the filtrate is purified by silica gel column chromatography,Target object shown by the following formula (A-3L)(Hereafter referred to as the compound (A-3L))Was obtained as an isomer mixture of 2.55 g (46% yield).
 

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