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Chemical Structure| 610286-39-0 Chemical Structure| 610286-39-0

Structure of 610286-39-0

Chemical Structure| 610286-39-0

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Product Details of [ 610286-39-0 ]

CAS No. :610286-39-0
Formula : C10H15BO2
M.W : 178.04
SMILES Code : CCC1=C(B(O)O)C(CC)=CC=C1
MDL No. :MFCD11043437

Safety of [ 610286-39-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 610286-39-0 ]

* 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 [ 610286-39-0 ]

[ 610286-39-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 124467-36-3 ]
  • [ 610286-39-0 ]
  • [ 1119227-47-2 ]
YieldReaction ConditionsOperation in experiment
71% With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In water; toluene; for 28h;Heating / reflux; To a mixture of <strong>[124467-36-3]2-chloro-7,8-dihydro-6H-quinolin-5-one</strong> (68.8 mg, 0.379 mmol, 1 equiv), 2,6-diethylphenylboronic acid (70.8 mg, 0.398 mmol, 1.05 equiv) and Pd(PPh3)4 (21.9 mg, 18.9 mumol, 0.05 equiv) was added 2 M aqueous Na2CO3 (1 mL) and toluene (1 mL). The resulting mixture was heated at reflux under nitrogen for 1 d. Analysis of a sample of the reaction mixture by LCMS indicated incomplete conversion, so additional portions of 2,6-diethylphenylboronic acid, Pd(PPh3)4, 2 M aqueous Na2CO3, and toluene (amounts as above) were added and the resulting mixture was heated at reflux for an additional 4 h. The mixture was then partitioned between EtOAc (20 mL) and water (20 mL). The separated aqueous phase was extracted with two additional 20-mL portions of EtOAc. The organic extracts were dried (Na2SO4) and filtered, and the filtrate was concentrated. The resulting residue was purified by flash column chromatography (SiO2, 0-20% EtOAc in hexanes) to yield 2-(2,6-diethyl-phenyl)-7,8-dihydro-6H-quinolin-5-one (75.1 mg, 71%). 1H NMR (300 MHz, CDCl3) delta 8.34 (d, 1H), 7.23-7.34 (m, 2H), 7.15 (d, 2H), 3.21 (t, 2H), 2.75 (t, 2H), 2.33 (q, 4H), 2.26 (quint, 2H), 1.05 (t, 6H); MS m/z (MH+) 280.3.
 

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