3-(Methoxymethoxy)phenylboronic Acid Pinacol Ester

Base Information

• Chemical Name: 3-(Methoxymethoxy)phenylboronic Acid Pinacol Ester
• CAS No.: 1245824-36-5
• Molecular Formula: C₁₄H₂₁BO₄
• Molecular Weight: 264.129
• Hs Code.: 2934999090
• Mol file: 1245824-36-5.mol

Synonyms:2-(3-(methoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 3-(Methoxymethoxy)phenylboronic Acid Pinacol Ester

Chemical Property:

• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

3-(Methoxymethoxy)phenylboronicAcidPinacolEster ^*data from reagent suppliers

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Technology Process of 3-(Methoxymethoxy)phenylboronic Acid Pinacol Ester

There total 3 articles about 3-(Methoxymethoxy)phenylboronic Acid Pinacol Ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

C11H18NO2(1+)*CF3O3S(1-) + bis(pinacol)diborane (73183-34-3) → 2-(3-(methoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1245824-36-5)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; potassium tert-butylate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; In 2-ethoxy-ethanol; toluene; at 50 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.5b02557

Reference yield:

O-methoxymethylphenol (824-91-9) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-[2-(methoxymethoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1140737-91-2) + 1-(methoxymethoxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene (936250-15-6) + 2-(3-(methoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1245824-36-5)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; In octane; at 100 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/ol101493m

Reference yield:

3-(methoxymethoxy)aniline (96649-05-7) → 2-(3-(methoxymethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1245824-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: formic acid; sodium cyanoborohydride / methanol / 16 h / 0 - 20 °C / pH 3 - 4 / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: bis(1,5-cyclooctadiene)nickel⁽⁰⁾; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; potassium tert-butylate / toluene; 2-ethoxy-ethanol / 24 h / 50 °C / Schlenk technique; Inert atmosphere

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; formic acid; potassium tert-butylate; sodium cyanoborohydride; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; In methanol; 2-ethoxy-ethanol; toluene;

DOI:10.1021/acs.joc.5b02557

upstream raw materials:

O-methoxymethylphenol

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

3-(methoxymethoxy)aniline

bis(pinacol)diborane

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