4-bromo-2-hydroxy-N,N-diisopropylbenzamide

Base Information

• Chemical Name: 4-bromo-2-hydroxy-N,N-diisopropylbenzamide
• CAS No.: 1392473-18-5
• Molecular Formula: C₁₃H₁₈BrNO₂
• Molecular Weight: 300.195
• Mol file: 1392473-18-5.mol

Synonyms:4-bromo-2-hydroxy-N,N-diisopropylbenzamide

Chemical Property of 4-bromo-2-hydroxy-N,N-diisopropylbenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 4-bromo-2-hydroxy-N,N-diisopropylbenzamide

There total 2 articles about 4-bromo-2-hydroxy-N,N-diisopropylbenzamide 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: 93.0%

4-bromo-N,N-diisopropylbenzamide (79606-46-5) → 4-bromo-2-hydroxy-N,N-diisopropylbenzamide (1392473-18-5)

Guidance literature:

With [bis(acetoxy)iodo]benzene; [Ru(MesCO₂)₂(p-cymene)]; trifluoroacetic acid; trifluoroacetic anhydride; at 120 ℃; for 30h;

DOI:10.1021/ol3018819

Reference yield:

diisopropylamine (108-18-9) + 4-chlorobenzoyl chloride (586-75-4) → 4-bromo-2-hydroxy-N,N-diisopropylbenzamide (1392473-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane

2.1: (TMP)2Cu(CN)Li₂ / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere; Schlenk technique

2.2: 0.5 h / -78 °C / Inert atmosphere; Schlenk technique

With (TMP)2Cu(CN)Li₂; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jacs.6b03855

upstream raw materials:

4-bromo-N,N-diisopropylbenzamide

diisopropylamine

4-chlorobenzoyl chloride