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Structure of 1035690-56-2

Chemical Structure| 1035690-56-2

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Product Details of [ 1035690-56-2 ]

CAS No. :1035690-56-2
Formula : C13H17BF2O3
M.W : 270.08
SMILES Code : CC1(C)C(C)(C)OB(C2=CC=CC(OC(F)F)=C2)O1
MDL No. :MFCD15144629
InChI Key :WWNRSKASAOECQU-UHFFFAOYSA-N
Pubchem ID :57467615

Safety of [ 1035690-56-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 1035690-56-2 ]

* 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 [ 1035690-56-2 ]

[ 1035690-56-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 73183-34-3 ]
  • [ 262587-05-3 ]
  • [ 1035690-56-2 ]
YieldReaction ConditionsOperation in experiment
34% With potassium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In 1,4-dioxane; at 100℃; for 21h;Inert atmosphere; 2-(3-(Difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2- dioxaborolane (T18.2). A stirred mixture of T18.1 (1.00 g, 4.50 mmol), bis(pinacolato)diboron (1.26 g, 4.95 mmol), potassium acetate (1.34 g, 13.70 mmol), and dichloro[l,l'-bis(diphenylphosphino)ferrocene]dichloride palladium(II) DCM adduct (0.17 g, 0.23 mmol) in dry 1,4-dioxane (10.0 mL)was purged three times with argon and placed under vacuum three times. The mixture was heated to 100C and monitored with LC-MS and TLC. After 21 hours, the reaction was cooled to room temperature and then filtered through Celite filter aid. The organic solvent was removed under reduced pressure, and the residue was purified on silica gel (0-10% EtOAc in hexanes) to yield T18.2 as a colorless oil (0.41 g, 34%). 1H NMR (400 MHz, CDCl3) delta ppm 7.67 (1 H, d, J=7.4 Hz), 7.56 (1 H, d, J=2.3 Hz), 7.41 (1 H, m), 7.22 (1 H, dd, J=7.8, 2.3 Hz), 6.73 (1H, t, J= 74 Hz), 1.36 (12 H, s).
34% With potassium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In 1,4-dioxane; at 100℃; for 21h;Inert atmosphere; 2-(3-(Difluoromethoxy)phenyl)-4,4,5,5-tetramethyI-1,3,2- dioxaborolane (T7.2). A stirred mixture of T7.1 (1.00 g, 4.50 mmol), bis(pinacolato)diboron (1.26 g, 4.95 mmol), potassium acetate (1.34 g, 13.70 mmol), and dichloro[l,r-bis(diphenylphosphino)ferrocene]dichloride palladium(II) DCM adduct (0.17 g, 0.23 mmol) in dry 1,4-dioxane (10.0 mL)was purged three times with argon and placed under vacuum three times. The mixture was heated to 100C and monitored with LC-MS and TLC. After 21 hours, the reaction was cooled to room temperature and then filtered through Celite filter aid. The organic solvent was removed under reduced pressure, and the residue was purified on silica gel (0-10% EtOAc in hexanes) to yield T7.2 as a colorless oil (0.41 g, 34%). 1H NMR (400 MHz, CDCl3) delta ppm 7.67 (1 H, d, J=7.4 Hz), 7.56 (1 H, d, J=2.3 Hz), 7.41 (1 H, m), 7.22 (1 H, dd, J=7.8, 2.3 Hz), 6.73 (1H, t, J= 74 Hz), 1.36 (12 H, s).
With potassium acetate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 90℃; for 21h;Inert atmosphere; A stirred mixture of l-bromo-3-(difluoromethoxy)benzene (0.56 mL, 4 mmol), bis(pinacolato)diboron (1.21 g, 4.8 mmol), l,l'-bis(diphenylphosphino)ferrocene- palladium dichloride (0.32 g, 0.4 mmol), and potassium acetate (1.18 g, 12 mmol) in dry 1,4-dioxane (10.0 mL) was purged three times with argon and placed under vacuum three times. The mixture was heated to 90 C and monitored with LC- MS and TLC. After 21 h, the reactions were cooled to rt then filtered through celite. The organic solvent was removed under reduced pressure, and the residue was purified on silica gel (0-10% EtOAc in hexanes) to yield a yellow liquid as 2- (3-(difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-l ,3,2-dioxaborolane. 1H NMR (400 MHz, CDC13) delta ppm 7.66 (1 H, d, J=7.2 Hz), 7.54 (1 H, d, J=2.3 Hz), 7.38(1 H, t, J=7.7 Hz), 7.25 (1 H, m), 6.54 (1 H, t), 1.36 (12 H, s).
 

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