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[ CAS No. 156642-03-4 ]

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Chemical Structure| 156642-03-4
Chemical Structure| 156642-03-4
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Product Details of [ 156642-03-4 ]

CAS No. :156642-03-4 MDL No. :MFCD04039030
Formula : C13H13BO3 Boiling Point : 418.6°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :228.05 g/mol Pubchem ID :-
Synonyms :

Safety of [ 156642-03-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 156642-03-4 ]

  • Downstream synthetic route of [ 156642-03-4 ]

[ 156642-03-4 ] Synthesis Path-Downstream   1~16

  • 1
  • [ 7342-82-7 ]
  • [ 156642-03-4 ]
  • [ 250279-13-1 ]
YieldReaction ConditionsOperation in experiment
85% With palladium diacetate; potassium carbonate In acetone at 65℃; for 2h;
  • 2
  • [ 43181-78-8 ]
  • [ 156642-03-4 ]
  • [ 250342-76-8 ]
  • 3
  • [ 250342-79-1 ]
  • [ 156642-03-4 ]
  • [ 263759-70-2 ]
YieldReaction ConditionsOperation in experiment
24% With palladium diacetate; potassium carbonate at 65℃; for 24h;
  • 4
  • [ 37055-19-9 ]
  • [ 156642-03-4 ]
  • 3,3',5,5'-tetrakis(4'-methoxybiphenyl-4-yl)bimesityl [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In toluene at 110℃; for 16h;
  • 5
  • [ 58743-83-2 ]
  • [ 156642-03-4 ]
YieldReaction ConditionsOperation in experiment
80% With n-butyllithium; Trimethyl borate; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 20℃; for 1h;
Stage #1: 4-bromo-4'-methoxylbiphenyl With n-butyllithium In tetrahydrofuran; hexane at -78 - -65℃; Stage #2: With Trimethyl borate In tetrahydrofuran; hexane at -65 - 20℃; Stage #3: With hydrogenchloride In tetrahydrofuran; hexane at 20℃; Further stages.;
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere 1.2: 17 h / -78 - 66 °C / Inert atmosphere 2.1: hydrogenchloride / water; tetrahydrofuran / 2 h / 23 °C / Inert atmosphere
  • 6
  • [ 226072-71-5 ]
  • [ 156642-03-4 ]
  • [ 1011288-02-0 ]
YieldReaction ConditionsOperation in experiment
76% With sodium carbonate In ethanol; toluene for 2h; Heating / reflux; 3-Methoxy-l-(4'-methoxy-4-biphenyl)naphthalene; A mixture of 3-methoxynaphthalen-l-yl trifluoromethanesulfonate (0.5 g, 1.7 mmol), (4'-methoxy-4-biphenyl)boronic acid (0.58 g, 2.5 mmol), Na2CO3 (0.27 g, 2.5 mmol) and Pd(PPh3 )4 (40 mg, 2 mol %) in PhMe (20 ml) and EtOH (20 ml) under N2 was heated at reflux. After 2 h the mixture was cooled, poured into water (100 ml), extracted with dichloromethane (3 x 50 ml), dried (MgSO4) and the solvent removed under reduced pressure. The residue was dissolved in dichloromethane, filtered through a short plug of silica and the solvent removed under reduced pressure to give the title compound (0.44 g, 76 %) as a colourless powder.
76% With sodium carbonate In ethanol; toluene for 2h; Heating / reflux; 3-Methoxy-l-(4'-methoxy-4-biphenyl)naphthalene; A mixture of 3-methoxynaphthalen-l-yl trifluoromethanesulfonate (0.5 g, 1.7 mmol), (4'-methoxy-4-biphenyl)boronic acid (0.58 g, 2.5 mmol), Na2CO3 (0.27 g, 2.5 mmol) and Pd(PPh3)4 (40 mg, 2 mol %) in PhMe (20 ml) and EtOH (20 ml) under N2 was heated at reflux. After 2 h the mixture was cooled, poured into water (100 ml), extracted with dichloromethane (3 x 50 ml), dried (MgSO4) and the solvent removed under reduced pressure. The residue was dissolved in dichloromethane, filtered through a short plug of silica and the solvent removed under reduced pressure to give the title compound (0.44 g, 76 %) as a colourless powder.
76% With sodium carbonate In ethanol; toluene for 2h; Heating / reflux; 3-Methoxy-l-(4'-methoxy-4-biphenyl)naphthalene; A mixture of 3-methoxynaphthalen-l-yl trifluoromethanesulfonate (0.5 g, 1.7 mmol), (4'-methoxy-4-biphenyl)boronic acid (0.58 g, 2.5 mmol), Na2CO3 (0.27 g, 2.5 mmol) and Pd(PPh3)4 (40 mg, 2 mol %) in PhMe (20 ml) and EtOH (20 ml) under N2 was heated at reflux. After 2 h the mixture was cooled, poured into water (100 ml), extracted with dichloromethane (3 x 50 ml), dried (MgSO4) and the solvent removed under reduced pressure. The residue was dissolved in dichloromethane, filtered through a short plug of silica and the solvent removed under reduced pressure to give the title compound (0.44 g, 76 %) as a colourless powder.
76% With sodium carbonate In ethanol; dichloromethane; toluene 3-Methoxy-1-(4'-methoxy-4-biphenyl)naphthalene 3-Methoxy-1-(4'-methoxy-4-biphenyl)naphthalene A mixture of 3-methoxynaphthalen-1-yl trifluoromethanesulfonate (0.5 g, 1.7 mmol), (4'-methoxy-4-biphenyl)boronic acid (0.58 g, 2.5 mmol), Na2CO3 (0.27 g, 2.5 mmol) and Pd(PPh3)4 (40 mg, 2 mol %) in PhMe (20 ml) and EtOH (20 ml) under N2 was heated at reflux. After 2 h the mixture was cooled, poured into water (100 ml), extracted with dichloromethane (3*50 ml), dried (MgSO4) and the solvent removed under reduced pressure. The residue was dissolved in dichloromethane, filtered through a short plug of silica and the solvent removed under reduced pressure to give the title compound (0.44 g, 76%) as a colourless powder.
76% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; toluene for 2h; Inert atmosphere; Reflux; 3-Methoxy-1-(4'-methoxy-4-biphenyl)naphthalene 3-Methoxy-1-(4'-methoxy-4-biphenyl)naphthalene A mixture of 3-methoxynaphthalen-1-yl trifluoromethanesulfonate (0.5 g, 1.7 mmol), (4'-methoxy-4-biphenyl)boronic acid (0.58 g, 2.5 mmol), Na2CO3 (0.27 g, 2.5 mmol) and Pd(PPh3)4 (40 mg, 2 mol %) in PhMe (20 ml) and EtOH (20 ml) under N2 was heated at reflux. After 2 h the mixture was cooled, poured into water (100 ml), extracted with dichloromethane (3*50 ml), dried (MgSO4) and the solvent removed under reduced pressure. The residue was dissolved in dichloromethane, filtered through a short plug of silica and the solvent removed under reduced pressure to give the title compound (0.44 g, 76%) as a colourless powder.

  • 7
  • [ 17878-23-8 ]
  • [ 156642-03-4 ]
  • [ 943024-31-5 ]
YieldReaction ConditionsOperation in experiment
51% With sodium carbonate In tetrahydrofuran; water for 48h; Heating;
  • 8
  • C12H12O2 [ No CAS ]
  • [ 156642-03-4 ]
  • C25H22O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% With silver hexafluoroantimonate; tetrafluoroboric acid In water; isopropyl alcohol at 10℃; for 21h;
  • 9
  • [ 3141-27-3 ]
  • [ 156642-03-4 ]
  • 2,5-bis(4'-methoxybiphenyl-4-yl)thiophene [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In various solvent(s) at 85℃;
  • 10
  • [ 156642-03-4 ]
  • [ 943024-36-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 51 percent / Na2CO3 / tetrakis(triphenylphosphine) palladium(0) / H2O; tetrahydrofuran / 48 h / Heating 2: 68.2 percent / ICl / CH2Cl2 / 0.5 h / -78 °C 3: 89.7 percent / BBr3 / CH2Cl2 / 6 h / 20 °C 4: 53 percent / K2CO3 / acetone; ethanol / 2 h / Heating
  • 11
  • [ 156642-03-4 ]
  • [ 943024-37-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 51 percent / Na2CO3 / tetrakis(triphenylphosphine) palladium(0) / H2O; tetrahydrofuran / 48 h / Heating 2: 68.2 percent / ICl / CH2Cl2 / 0.5 h / -78 °C 3: 89.7 percent / BBr3 / CH2Cl2 / 6 h / 20 °C 4: 53 percent / K2CO3 / acetone; ethanol / 2 h / Heating 5: 73 percent / K2CO3 / acetonitrile / 12 h / Heating
  • 12
  • [ 156642-03-4 ]
  • [ 943024-32-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 51 percent / Na2CO3 / tetrakis(triphenylphosphine) palladium(0) / H2O; tetrahydrofuran / 48 h / Heating 2: 68.2 percent / ICl / CH2Cl2 / 0.5 h / -78 °C
  • 13
  • [ 156642-03-4 ]
  • [ 943024-33-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 51 percent / Na2CO3 / tetrakis(triphenylphosphine) palladium(0) / H2O; tetrahydrofuran / 48 h / Heating 2: 68.2 percent / ICl / CH2Cl2 / 0.5 h / -78 °C 3: 89.7 percent / BBr3 / CH2Cl2 / 6 h / 20 °C
  • 14
  • [ 156642-03-4 ]
  • [ 943024-34-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 51 percent / Na2CO3 / tetrakis(triphenylphosphine) palladium(0) / H2O; tetrahydrofuran / 48 h / Heating 2: 68.2 percent / ICl / CH2Cl2 / 0.5 h / -78 °C 3: 89.7 percent / BBr3 / CH2Cl2 / 6 h / 20 °C 4: 56 percent / K2CO3 / acetonitrile / 12 h / Heating
  • 15
  • [ 156642-03-4 ]
  • [ 250279-14-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 85 percent / Pd(OAc)2; aq. K2CO3 / acetone / 2 h / 65 °C 2: BBr3 / CH2Cl2 / 10 h / 20 °C
  • 16
  • [ 156642-03-4 ]
  • [ 250342-77-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: 85 percent / Pd(OAc)2; aq. K2CO3 / acetone / 2 h / 65 °C 2.1: BBr3 / CH2Cl2 / 10 h / 20 °C 3.1: n-BuLi / tetrahydrofuran / 3 h / -40 °C 3.2: tetrahydrofuran / 0.5 h / 0 °C 4.1: NaBH4 / trifluoroacetic acid
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