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[ CAS No. 269410-10-8 ]

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Chemical Structure| 269410-10-8
Chemical Structure| 269410-10-8
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Product Details of [ 269410-10-8 ]

CAS No. :269410-10-8 MDL No. :MFCD06797995
Formula : C15H21BO5 Boiling Point : 407.8°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :292.14 g/mol Pubchem ID :-
Synonyms :

Safety of [ 269410-10-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 269410-10-8 ]

  • Downstream synthetic route of [ 269410-10-8 ]

[ 269410-10-8 ] Synthesis Path-Downstream   1~17

  • 1
  • [ 35387-93-0 ]
  • [ 25015-63-8 ]
  • [ 269410-10-8 ]
YieldReaction ConditionsOperation in experiment
[00381] In a reaction tube under nitrogen, a mixture of PdCl2(dppf)CH2Cl2 (21 mg; 0.026 mmol) and triethylamine (0.34 ml; 2.44 mmol) in dioxane (2.5 ml; dried over 4 A sieves) was sealed and stirred at 80 C. overnight (18 h). After cooling to room temperature, HB(pin) (0.19 ml; 1.31 mmol) was added followed by methyl 3-iodo-4-methoxybenzoate (251 mg; 0.859 mmol) in dioxane (2.5 ml; dried over 4 A sieves) the reaction mixture was stirred at 80 C. GC analysis after 18 hours showed the desired borate compound at 13.0 minutes.
  • 3
  • [ 269410-10-8 ]
  • C54H52N2O20 [ No CAS ]
  • 4
  • [ 269410-10-8 ]
  • C56H56N2O22 [ No CAS ]
  • 5
  • [ 269410-10-8 ]
  • C54H52N2O22 [ No CAS ]
  • 6
  • [ 269410-10-8 ]
  • [ 1087352-13-3 ]
  • 7
  • [ 269410-10-8 ]
  • [ 1332636-99-3 ]
  • 8
  • [ 269410-10-8 ]
  • [ 1332637-02-1 ]
  • 9
  • [ 269410-10-8 ]
  • [ 1332637-03-2 ]
  • 10
  • [ 269410-10-8 ]
  • [ 1332637-04-3 ]
  • 11
  • [ 269410-10-8 ]
  • [ 1332637-05-4 ]
  • 12
  • [ 269410-10-8 ]
  • [ 1332637-06-5 ]
  • 13
  • [ 269410-10-8 ]
  • [ 4445-57-2 ]
  • 14
  • [ 269410-10-8 ]
  • [ 35387-93-0 ]
  • [ 4712-73-6 ]
  • 15
  • [ 35387-93-0 ]
  • [ 73183-34-3 ]
  • [ 269410-10-8 ]
  • 16
  • [ 269410-10-8 ]
  • [ 25458-45-1 ]
  • methyl 6-methoxy-4'-(methoxymethoxy)biphenyl-3-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
93% With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; for 24h;Inert atmosphere; Reflux; Under argon atmosphere, a solution of 16 (71.2 mg, 0.291 mmol) and 10 (70.8 mg, 0.268 mmol) in dioxane (2 mL) was added to [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloride dichloromethane adduct (22.1 mg, 0.027 mmol), and tripotassium phosphate (175 mg, 0.824 mmol) at room temperature. After being refluxed for 24 h, the reaction mixture was evaporated. The residue was chromatographed over silica gel eluted by hexane-EtOAc (9:1) to give 17 (75.4 mg, 0.249 mmol, 93%). Data for 17: colorless oil; 1H NMR (400 MHz, CDCl3) δ 7.98-8.02 (2H, m), 7.46 (2H, d, J=8.9 Hz), 7.09 (2H, d, J=8.9 Hz), 6.97 (1H, d, J=9.1 Hz), 5.21 (2H, s), 3.89 (3H, s), 3.86 (3H, s), 3.50 (3H, s); 13C NMR (100 MHz, CDCl3) δ 166.8, 160.1, 156.6, 132.2, 131.0, 130.6 (2C), 130.4, 130.0, 122.6, 115.8 (2C), 110.5, 94.4, 55.9, 55.7, 51.8; LREIMS m/z 302 [M]+ (100%), 272 (36%), 226 (11%); HREIMS m/z 302.1141 [M]+ (302.1154 calcd for C17H18O5).
  • 17
  • [ 35450-37-4 ]
  • [ 73183-34-3 ]
  • [ 269410-10-8 ]
YieldReaction ConditionsOperation in experiment
64% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; for 18h;Reflux; Inert atmosphere; Under argon atmosphere, a solution of <strong>[35450-37-4]methyl 3-bromo-4-methoxybenzoate</strong> (15)14 (200 mg, 0.816 mmol) in dioxane (5 mL) was added to bis(pinacolato)diboron (228 mg, 0.898 mmol), [1,1?-bis(diphenylphosphino)ferrocene]palladium(II) dichloride dichloromethane adduct (66.7 mg, 0.082 mmol), and potassium acetate (240 mg, 2.448 mmol) at room temperature. After being refluxed for 18 h, the reaction mixture was evaporated. The residue was chromatographed over silica gel eluted by hexane/ EtOAc (9:1) to give 16 (153 mg, 0.523 mmol, 64%). Data for 16: colorless oil; 1H NMR (400 MHz, CDCl3) delta 8.34 (1H, d, J=2.4 Hz), 8.09 (1H, dd, J=8.7, 2.4 Hz), 6.87 (1H, d, J=8.7 Hz), 3.88 (6H, s), 1.36 (12H, s); 13C NMR (100 MHz, CDCl3) delta 167.6, 166.8, 138.5, 134.5, 122.1, 109.8, 83.7 (2C), 55.9, 51.7, 24.8 (4C) (because a boron atom was bonded to C-3, the C-3 signal was highly broadened and not observed); LREIMS m/z 292 [M]+ (100%), 277 (19%), 261 (14%), 249 (31%), 235 (19%), 192 (37%); HREIMS m/z 292.1469 [M]+ (292.1482 calcd for C15H21O5B).
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