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[ CAS No. 893736-89-5 ] {[proInfo.proName]}

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Chemical Structure| 893736-89-5
Chemical Structure| 893736-89-5
Structure of 893736-89-5 * Storage: {[proInfo.prStorage]}
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Product Details of [ 893736-89-5 ]

CAS No. :893736-89-5 MDL No. :MFCD06802287
Formula : C20H15NO Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 285.34 Pubchem ID :-
Synonyms :

Safety of [ 893736-89-5 ]

Signal Word: Class:N/A
Precautionary Statements: UN#:N/A
Hazard Statements: Packing Group:N/A

Application In Synthesis of [ 893736-89-5 ]

* 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 [ 893736-89-5 ]

[ 893736-89-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 53087-13-1 ]
  • [ 150255-96-2 ]
  • [ 893736-89-5 ]
YieldReaction ConditionsOperation in experiment
60% With barium dihydroxide;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; water; at 80℃; for 6h; A degassed mixture of 3-benzyloxy-phenyl bromide (28) (0.2 g, 0.76 mmol), 3- cyanophenylboronic acid (0.223 g, 1.52 mmol), barium hydroxide (0.285 g, 1.67 mmol), Pd(PPh3)4 (0.088 g, 0.076 mmol), DME (5 mL) and H2O (3 mL) was heated (800C) for 6 hours with vigorous stirring under an argon atmosphere. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, and filtered through a plug of celite. The filtrate was diluted with brine; the organic phase was separated, dried (MgSO4) and concentrated in vacuo. The residue obtained was purified by flash column chromatography (20percent diethyl.bul. ether-hexane) to give 75 (0.130 g, 60percent yield) as a viscous liquid. 1H NMR (500 MHz, CDCl3) delta 7.85 (t, J = 2.5 Hz, IH), 7.78 (dt, J = 7.5 Hz, J = 1.5 Hz, IH), 7.63 (dt, J = 8.0 Hz, J = 1.5 Hz, IH), 7.53 (t, J = 8.0 Hz, IH), 7.46 (d, J = 7.5 Hz, 2H)5 7.44- 7.37 (m, 3H)5 7.35 (t, J = 7.0 Hz, IH), 7.18-7.14 (m, 2H), 7.02 (dd, J = 8.5 Hz5 J = 2.5 Hz, IH)5 5.17 (s, 2H).
60% With barium dihydroxide; water;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; at 80℃; for 6h; A degassed mixture of 3-benzyloxy-phenyl bromide (28) (0.2 g, 0.76 mmol), 3- cyanophenylboronic acid (0.223 g, 1.52 mmol), barium hydroxide (0.285 g, 1.67 mmol), Pd(PPh3)4 (0.088 g, 0.076 mmol), DME (5 mL) and H2O (3 niL) was heated (80°C) for 6 hours with vigorous stirring under an argon atmosphere. The reaction mixture was cooled to RT, diluted with ethyl acetate, and filtered through a plug of celite. The filtrate was diluted with brine; the organic phase was separated, dried (MgSO4), and concentrated in vacuo. The residue obtained was purified by flash column chromatography (20percent diethyl ether-hexane) to give 75 (0.130 g, 60percent yield) as a viscous liquid.[0411] 75 was confirmed as follows: 1H NMR (500 MHz, CDCl3) delta 7.85 (t, J = 2.5 Hz, 1H), 7.78 (dt, J = 7.5 Hz, J = 1.5 Hz, 1H), 7.63 (dt, J = 8.0 Hz, J = 1.5 Hz, 1H), 7.53 (t, J = 8.0 Hz, 1H), 7.46 (d, J = 7.5 Hz, 2H), 7.44-7.37 (m, 3H), 7.35 (t, J = 7.0 Hz, 1H), 7.18-7.14 (m, 2H), 7.02 (dd, J = 8.5 Hz, J = 2.5 Hz, 1H), 5.17 (s, 2H).
60% With barium dihydroxide;Pd(PPh3)4; In 1,2-dimethoxyethane; water; 3-(3-Benzyloxy-phenyl)benzonitrile (51) A degassed mixture of 3-benzyloxy-phenyl bromide (28) (0.2 g, 0.76 mmol), 3-cyanophenylboronic acid (0.223 g, 1.52 mmol), barium hydroxide (0.285 g, 1.67 mmol), Pd(PPh3)4 (0.088 g, 0.076 mmol), DME (5 mL) and H2O (3 mL) was heated (80° C.) for 6 hours with vigorous stirring under an argon atmosphere. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, and filtered through a plug of celite. The filtrate was diluted with brine; the organic phase was separated, dried (MgSO4) and concentrated in vacuo. The residue obtained was purified by flash column chromatography (20percent diethyl ether-hexane) to give 51 (0.130 g, 60percent yield) as a viscous liquid. 1H NMR (500 MHz, CDCl3) delta 7.85 (t, J=2.5 Hz, 1H), 7.78 (dt, J=7.5 Hz, J=1.5 Hz, 1H), 7.63 (dt, J=8.0 Hz, J=1.5 Hz, 1H), 7.53 (t, J=8.0 Hz, 1H), 7.46 (d, J=7.5 Hz, 2H), 7.44-7.37 (m, 3H), 7.35 (t, J=7.0 Hz, 1H), 7.18-7.14 (m, 2H), 7.02 (dd, J=8.5 Hz, J=2.5 Hz, 1H), 5.17 (s, 2H).
  • 2
  • [ 893736-89-5 ]
  • [ 304-59-6 ]
  • [ 893736-16-8 ]
YieldReaction ConditionsOperation in experiment
75% With diisobutylaluminium hydride In tetrahydrofuran; hexane; water 3-(3-Benzyloxy-phenyl)benzaldehyde (52) 3-(3-Benzyloxy-phenyl)benzaldehyde (52) To a stirred solution of 51 (0.12 g, 0.42 mmol) in anhydrous THF (10 mL) at -78° C., under a nitrogen atmosphere was added diisobutylaluminum hydride (0.5 mL, 0.5 mmol, using a 1M solution in hexane) dropwise. The reaction mixture was stirred at the same temperature for 1 hour and then quenched by dropwise addition of potassium sodium tartrate (10% solution in water). The resulting mixture was warmed to room temperature, diluted with diethyl ether (20 mL) and stirred vigorously for 1 h. The organic phase was separated and the aqueous phase was extracted with diethyl ether. The combined organic layer was washed with brine, dried (MgSO4) and evaporated under reduced pressure. The residue obtained was purified by flash column chromatography on silica gel (20% diethyl ether-hexane) to give 52 (0.091 g, 75% yield) as a viscous liquid. 1H NMR (500 MHz, CDCl3) δ 10.08 (s, 1H), 8.09 (t, J=1.5 Hz, 1H), 7.85 (dt, J=7.5 Hz, J=1.5 Hz, 2H), 7.60 (t, J=7.7 Hz, 1H), 7.47 (d, J=7.5 Hz, 2H), 7.44-7.32 (m, 3H), 7.35 (t, J=7.5 Hz, 1H), 7.27-7.21 (m, 2H), 7.02 (dd, J=7.7 Hz, J=2.0 Hz, 1H), 5.14 (s, 2H).
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