3-dibromomethyl-4-fluorobenzeneboronic acid pinacol ester

Base Information

• Chemical Name: 3-dibromomethyl-4-fluorobenzeneboronic acid pinacol ester
• CAS No.: 1001200-45-8
• Molecular Formula: C₁₃H₁₆BBr₂FO₂
• Molecular Weight: 393.886
• Mol file: 1001200-45-8.mol

Synonyms:3-dibromomethyl-4-fluorobenzeneboronic acid pinacol ester

Chemical Property of 3-dibromomethyl-4-fluorobenzeneboronic acid pinacol ester

Chemical Property:

Purity/Quality:

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Technology Process of 3-dibromomethyl-4-fluorobenzeneboronic acid pinacol ester

There total 1 articles about 3-dibromomethyl-4-fluorobenzeneboronic 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: 82.0%

2-(4-fluoro-3-methylphenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane (1001200-60-7) → 3-dibromomethyl-4-fluorobenzeneboronic acid pinacol ester (1001200-45-8)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; Heating;

DOI:10.1016/j.tet.2007.11.030

Reference yield: 90.0%

3-dibromomethyl-4-fluorobenzeneboronic acid pinacol ester (1001200-45-8) + malonic acid (141-82-2) → 3-[2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acrylic acid

Guidance literature:

With piperidine; pyridine; for 1h; Heating;

DOI:10.1021/jo701888m

Reference yield: 83.0%

3-dibromomethyl-4-fluorobenzeneboronic acid pinacol ester (1001200-45-8) → 2-fluoro-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzaldehyde (443776-94-1)

Guidance literature:

3-dibromomethyl-4-fluorobenzeneboronic acid pinacol ester; With pyridine; at 100 ℃; for 1.5h;

With water; Further stages.;

DOI:10.1016/j.tet.2007.11.030

upstream raw materials:

2-(4-fluoro-3-methylphenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane

Downstream raw materials:

2-fluoro-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzaldehyde

Refernces

• 1、 Augustine, John Kallikat,Naik, Yanjerappa Arthoba,Mandal, Ashis Baran,Chowdappa, Nagaraja,Praveen, Vinuthan B.. "gem-dibromomethylarenes: A convenient substitute for noncommercial aldehydes in the Knoevenagel-Doebner reaction for the synthesis of α,β-unsaturated carboxylic acids". . p. 9854 - 9856. Retrieved 2008/03/27.