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Chemical Structure| 19564-40-0 Chemical Structure| 19564-40-0

Structure of 19564-40-0

Chemical Structure| 19564-40-0

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Product Details of [ 19564-40-0 ]

CAS No. :19564-40-0
Formula : C10H12O
M.W : 148.20
SMILES Code : O=CCCC1=CC=CC=C1C
MDL No. :MFCD07772906

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Application In Synthesis of [ 19564-40-0 ]

* 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 [ 19564-40-0 ]

[ 19564-40-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 615-37-2 ]
  • [ 107-18-6 ]
  • [ 19564-40-0 ]
YieldReaction ConditionsOperation in experiment
45% With N-benzyl-N,N,N-triethylammonium chloride; palladium diacetate; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 40℃; for 12h; To a solution of 2-iodotoluene (1.17 mL, 9.17 mmol) in DMF (16 mL) were addedbenzyltriethylammonium chloride (2.09 g, 9.17 mmol), NaHCO3 (1.54 g, 18.35 mmol), allylalcohol (1.25mL, 18.35 mmol), and Pd(OAc)2 (494 mg , 2.20 mmol). The reaction mixture was stirred at 40C for 12 h.After cooling to the room temperature, the mixture was poured into ice-water, extracted with DCM. Thecombined organic layers were washed with brine, dried (Na2SO4) and evaporated to give the crude, whichwas purified by column chromatography using Hex/Ethyl acetate (7/1) to afford the 3-(o-tolyl)propanal(605 mg, 45 % yield):
  • 2
  • [ 201230-82-2 ]
  • [ 611-15-4 ]
  • [ 611-14-3 ]
  • (R)-2-(o-tolyl)propanal [ No CAS ]
  • [ 19564-40-0 ]
  • C10H12O [ No CAS ]
YieldReaction ConditionsOperation in experiment
With {(R)-binap}PtCl2; hydrogen; tin(ll) chloride; In toluene; at 100℃; under 30003 Torr; for 24h;Autoclave; Schlenk technique; General procedure: In a typical experiment, a solution of PtCl2[(R)-BINAP] (4.5 mg;0.005 mmol) and tin(II) chloride (1.9 mg; 0.01 mmol) in toluene(5 mL) containing styrene derivatives (1a-g, 5a-g) (1.0 mmol) wastransferred under argon into a 100 mL stainless steel autoclave. Thereaction vessel was pressurized to 80 bar total pressure (CO/H2 1:1) and placed in an oil bath of constant temperature. Themixture was stirred with a magnetic stirrer for the given reactiontime. The pressure was monitored throughout the reaction. Aftercooling and venting of the autoclave, the pale yellow solution wasremoved and immediately analyzed by GC-MS and chiral GC.
With {(R)-binap}PtCl2; hydrogen; tin(ll) chloride; In toluene; at 40℃; under 30003 Torr; for 240h;Autoclave; Schlenk technique; General procedure: In a typical experiment, a solution of PtCl2[(R)-BINAP] (4.5 mg;0.005 mmol) and tin(II) chloride (1.9 mg; 0.01 mmol) in toluene(5 mL) containing styrene derivatives (1a-g, 5a-g) (1.0 mmol) wastransferred under argon into a 100 mL stainless steel autoclave. Thereaction vessel was pressurized to 80 bar total pressure (CO/H2 1:1) and placed in an oil bath of constant temperature. Themixture was stirred with a magnetic stirrer for the given reactiontime. The pressure was monitored throughout the reaction. Aftercooling and venting of the autoclave, the pale yellow solution wasremoved and immediately analyzed by GC-MS and chiral GC.
 

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