CHEMBRDG-BB 4012533 Chemical Properties

Boiling point:

361.1±52.0 °C(Predicted)

Density 

1.16±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

pka

8.68±0.16(Predicted)

Appearance

White to off-white Solid

Safety Information

Risk Statements 

41

Safety Statements 

26-39

HS Code 

2931900090

CHEMBRDG-BB 4012533 Usage And Synthesis

Uses

4-(2-Methoxyethoxy)phenylboronic acid

Synthesis

General procedure for the synthesis of 4-(2-methoxyethoxy)phenylboronic acid (E34) from 2-(4-(2-methoxyethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (E33): Step 3: E33 (3.47 g, 12.50 mmol) was dissolved in acetone (75 mL) and a solution of ammonium acetate (4 equiv, 3.85 g, 49.9 mmol) in water (75 mL) was added with stirring. Sodium periodate (4 eq, 10.7 g, 49.9 mmol) was then added in batches. The reaction mixture was prepared as a yellow/white suspension and stirred vigorously for 36 hours at room temperature. After completion of the reaction, the mixture was filtered and the insoluble material was washed with ethyl acetate. The filtrates were combined, concentrated under reduced pressure and the residue was extracted several times with ethyl acetate. The organic phases were combined, dried with anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to give the crude product as a white solid. The crude product was purified by fast column chromatography (CombiFlash Rf, eluent: isohexane/ethyl acetate, gradient 0% to 70%) to give E34 as a white solid (875 mg). 1H NMR (CDCl3) δ: 8.14 (2H, d), 7.03 (2H, d), 4.20 (2H, t), 3.79 (2H, t), 3.48 (3H, s).

References

[1] Patent: WO2014/135654, 2014, A1. Location in patent: Page/Page column 39

CHEMBRDG-BB 4012533(265664-52-6)Related Product Information

• Methyl 2-(4-boronophenoxy)acetate
• 2-[4-([1,3]DIOXOLAN-2-YLMETHOXY)-3-METHOXY-PHENYL]-4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLANE
• 4-(ETHOXYCARBONYL)METHOXYPHENYLBORONIC ACID
• 4-(2,2-DIMETHOXYETHOXY)PHENYLBORONIC ACID
• 4,4,5,5-TETRAMETHYL-2-(4-(OXIRAN-2-YLMETHOXY)PHENYL)-1,3,2-DIOXABOROLANE
• 1,2-Bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)ethane
• 2-[4-([1,3]DIOXOLAN-2-YLMETHOXY)-PHENYL]-4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLANE
• 4-(2-ETHOXY-2-OXOETHOXY)BENZENEBORONIC ACID 98
• CHEMBRDG-BB 4012533
• 4-([1,3]Dioxolan-2-ylmethoxy)-phenylboronic acid