N,N-diethyl 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Base Information

• Chemical Name: N,N-diethyl 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide
• CAS No.: 1245728-70-4
• Molecular Formula: C₁₈H₂₈BNO₄
• Molecular Weight: 333.236
• Mol file: 1245728-70-4.mol

Synonyms:N,N-diethyl 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Chemical Property of N,N-diethyl 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-diethyl 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

There total 2 articles about N,N-diethyl 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide 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: 98.0%

N,N-diethyl-3-methoxybenzamide (62924-93-0) + bis(pinacol)diborane (73183-34-3) → N,N-diethyl 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (1245728-70-4)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In hexane; at 80 ℃; for 18h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201000401

Reference yield: 27.0%

N,N-diethyl-3-methoxybenzamide (62924-93-0) + bis(pinacol)diborane (73183-34-3) → N,N-diethyl 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (1245728-70-4) + N,N-diethyl-3-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Guidance literature:

bis(pinacol)diborane; With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2’-bipyridine; In hexane; at 60 ℃; for 0.5h; Inert atmosphere; Glovebox; Sealed tube;

N,N-diethyl-3-methoxybenzamide; With bis(2,6-di-tert-butyl-4-methylphenoxide)methylaluminum; In hexane; at 20 ℃; for 18h; Sealed tube;

DOI:10.1002/anie.201701238

Reference yield: 93.0%

N,N-diethyl 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (1245728-70-4) → N,N-diethyl 3-hydroxy-5-methoxybenzamide (908609-54-1)

Guidance literature:

With potassium peroxomonosulfate; In water; acetone; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201000401

upstream raw materials:

N,N-diethyl-3-methoxybenzamide

bis(pinacol)diborane

Downstream raw materials:

N,N-diethyl 3-hydroxy-5-methoxybenzamide