methyl 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2(E)-(hydroximino)propanoate

Base Information

• Chemical Name: methyl 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2(E)-(hydroximino)propanoate
• CAS No.: 343256-47-3
• Molecular Formula: C₁₁H₁₁Br₂NO₅
• Molecular Weight: 397.02
• Mol file: 343256-47-3.mol

Synonyms:methyl 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2(E)-(hydroximino)propanoate

Chemical Property of methyl 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2(E)-(hydroximino)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2(E)-(hydroximino)propanoate

There total 6 articles about methyl 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2(E)-(hydroximino)propanoate 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: 99.0%

methyl 3-{3,5-dibromo-4-methoxy-2-(O-methoxymethylenoxy)phenyl}2(E)-(hydroxyimino)propanoate (343256-46-2) → methyl 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2(E)-(hydroximino)propanoate (343256-47-3)

Guidance literature:

With toluene-4-sulfonic acid; In methanol;

DOI:10.1021/jo010015v

Reference yield:

(E)-methyl 3-(2-(benzyloxy)-3,5-dibromo-4-methoxyphenyl)-2-((benzyloxy)imino)propanoate (1262963-78-9) → methyl 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2(E)-(hydroximino)propanoate (343256-47-3)

Guidance literature:

With palladium on carbon; hydrogen; acetic acid; In 1,4-dioxane; at 20 ℃; for 3h;

DOI:10.1039/c0ob00636j

Reference yield:

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → methyl 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2(E)-(hydroximino)propanoate (343256-47-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 97 percent / NBS / dimethylformamide / 0.25 h / 0 °C

2.1: 99 percent / iPr₂NEt / tetrahydrofuran / 0 - 20 °C

3.1: 92 percent / iPr₂NH; n-BuLi / tetrahydrofuran / -78 °C

4.1: Et₃N*HF / methanol

4.2: 90 percent / NH₂OH*HCl / methanol

5.1: 99 percent / TsOH / methanol

With N-Bromosuccinimide; n-butyllithium; toluene-4-sulfonic acid; triethylamine hydrofluoride; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 3.1: Wadsworth-Emmons olefination;

DOI:10.1021/jo010015v

upstream raw materials:

methyl 3-{3,5-dibromo-4-methoxy-2-(O-methoxymethylenoxy)phenyl}2(E)-(hydroxyimino)propanoate

2-Hydroxy-4-methoxybenzaldehyde

3,5-dibromo-2-hydroxy-4-methoxy benzaldehyde

3,5-dibromo-2-(O-methoxymethylenoxy)-4-methoxybenzaldehyde