(E)-ethyl 3-(5-bromo-2-(cyclopropylmethoxy)phenyl)acrylate

Base Information

• Chemical Name: (E)-ethyl 3-(5-bromo-2-(cyclopropylmethoxy)phenyl)acrylate
• CAS No.: 1351354-29-4
• Molecular Formula: C₁₅H₁₇BrO₃
• Molecular Weight: 325.202
• Mol file: 1351354-29-4.mol

Synonyms:(E)-ethyl 3-(5-bromo-2-(cyclopropylmethoxy)phenyl)acrylate

Chemical Property of (E)-ethyl 3-(5-bromo-2-(cyclopropylmethoxy)phenyl)acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-ethyl 3-(5-bromo-2-(cyclopropylmethoxy)phenyl)acrylate

There total 2 articles about (E)-ethyl 3-(5-bromo-2-(cyclopropylmethoxy)phenyl)acrylate 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%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 5-bromo-2-(cyclopropylmethoxy)benzaldehyde (1156170-18-1) → (E)-ethyl 3-(5-bromo-2-(cyclopropylmethoxy)phenyl)acrylate (1351354-29-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In acetonitrile; at 0 - 23 ℃; for 15h; Inert atmosphere;

DOI:10.1021/ja3084797

Reference yield:

5-bromosalicyclaldehyde (1761-61-1) → (E)-ethyl 3-(5-bromo-2-(cyclopropylmethoxy)phenyl)acrylate (1351354-29-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / tetrahydrofuran / 40 h / 70 °C / Inert atmosphere; Reflux

2: lithium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 15 h / 0 - 23 °C / Inert atmosphere

With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; acetonitrile;

DOI:10.1021/ja3084797

Reference yield: 84.0%

(E)-ethyl 3-(5-bromo-2-(cyclopropylmethoxy)phenyl)acrylate (1351354-29-4) → (E)-3-(5-bromo-2-(cyclopropylmethoxy)phenyl)prop-2-en-1-ol (1351354-30-7)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 - 23 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ja3084797

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

5-bromo-2-(cyclopropylmethoxy)benzaldehyde

5-bromosalicyclaldehyde

Downstream raw materials:

(E)-3-(5-bromo-2-(cyclopropylmethoxy)phenyl)prop-2-en-1-ol

2-((1S,2S)-2-(azidomethyl)cyclopropyl)-4-bromo-1-(cyclopropylmethoxy)benzene

t-butyl (((1S,2S)-2-(5-bromo-2-(cyclopropylmethoxy)phenyl)cyclopropyl)methyl)carbamate

C₁₉H₂₆⁽¹⁸⁾FNO₃