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Chemical Structure| 35294-28-1 Chemical Structure| 35294-28-1

Structure of 35294-28-1

Chemical Structure| 35294-28-1

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Product Details of [ 35294-28-1 ]

CAS No. :35294-28-1
Formula : C22H18O2
M.W : 314.38
SMILES Code : COC1=CC=C2C=CC=CC2=[C@@]1[C@@]3=C4C=CC=CC4=CC=C3OC
MDL No. :MFCD00091146

Safety of [ 35294-28-1 ]

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 [ 35294-28-1 ]

* 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 [ 35294-28-1 ]

[ 35294-28-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 35294-28-1 ]
  • [ 75714-59-9 ]
YieldReaction ConditionsOperation in experiment
GA06 (12.6 mmol) obtained in Synthetic example 1 and 200 mL of diethyl ether were put in a three-necked round bottom flask, n-BuLi (37.4 mmol) and TMEDA (30 mmol) were added at room temperature, and the reaction mixture was stirred for 3 hours. The reaction mixture was cooled to -78C. A solution prepared by dissolving bromine (177 mmol) in 50 mL of diethyl ether was added dropwise. The mixture was stirred for 4 hours. Then, an aqueous sodium thiosulfate solution was added to quench the reaction. The mixture was extracted with diethyl ether three times. The extract was washed with a saturated aqueous sodium chloride solution followed by dehydration over anhydrous sodium sulfate. After the dehydration, the extract was filtered. After distilling the solvent away under a reduced pressure, the filtrate was purified by means of column chromatography (Hexane:Ethyl acetate (AcOEt)=5:1) to give GA07.
To a solution of 7.8 g (67 mmole) of tetramethylethylenediamine in 500 ml of ether stirred under nitrogen was added 30 ml (72 mmole) of 2.4 M n-butyllithium in hexane. The mixture was stirred at 25 C. for 15 minutes. Next, 10.0 g (31.8 mole) of (R)-2,2'-dimethoxy-1,1'-dinaphthyl was added and the mixture was stirred for 3 hours. The suspension was cooled to -78 C. and 15 ml (0.3 mole) of bromine in 50 ml of pentane was added over a 10 minute period. The suspension was then warmed to 25 C. and after 4 hours. About 300 ml of a saturated solution of sodium sulfate in water was cautiously added. The mixture was stirred for an additional 4 hours and shaken with 1 L of chloroform and 1 L of water. Layers formed which were then separated. The organic layer was dried and evaporated under reduced pressure and the residue was dissolved in 40 ml of hot benzene. This solution was then added to an alumina column suspended in cyclcohexane. Product was eluted from the column with a cyclohexane-benzene mixture to give the desired crude dibromide. The combined fractions of the mixture were recrystallized from 250 ml of methylene chloride-pentane to give 9 g of (R)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-dinaphthyl m.p. 174-175 C.
 

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[ 35294-28-1 ]

Chemical Structure| 75640-87-8

A330851 [75640-87-8]

(S)-2,2'-Dimethoxy-1,1'-binaphthalene

Reason: Optical isomers