(E)-ethyl 3-(5-chloro-2-methoxyphenyl)acrylate

Base Information

• Chemical Name: (E)-ethyl 3-(5-chloro-2-methoxyphenyl)acrylate
• CAS No.: 105475-30-7
• Molecular Formula: C₁₂H₁₃ClO₃
• Molecular Weight: 240.686
• Mol file: 105475-30-7.mol

Synonyms:(E)-ethyl 3-(5-chloro-2-methoxyphenyl)acrylate

Chemical Property of (E)-ethyl 3-(5-chloro-2-methoxyphenyl)acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-ethyl 3-(5-chloro-2-methoxyphenyl)acrylate

There total 5 articles about (E)-ethyl 3-(5-chloro-2-methoxyphenyl)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:

2-bromo-4-chloroanisole (60633-25-2) + tris-(o-tolyl)phosphine (6163-58-2) + ethyl acrylate (140-88-5,9003-32-1) → (E)-ethyl 3-(5-chloro-2-methoxyphenyl)acrylate (105475-30-7)

Guidance literature:

palladium diacetate; In n-heptane; triethylamine;

Reference yield:

(5-chloro-2-methoxyphenyl)zinc pivalate + propynoic acid ethyl ester (623-47-2) → (Z)-ethyl 3-(5-chloro-2-methoxyphenyl)acrylate + (E)-ethyl 3-(5-chloro-2-methoxyphenyl)acrylate (105475-30-7)

Guidance literature:

(5-chloro-2-methoxyphenyl)zinc pivalate; propynoic acid ethyl ester; With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; at -20 - -10 ℃; for 6h; Inert atmosphere;

With ammonia; water; ammonium chloride; Overall yield = 48 %; Overall yield = 58 mg; Inert atmosphere;

DOI:10.1002/chem.201403015

Reference yield:

2-bromo-4-chloroanisole (60633-25-2) → (Z)-ethyl 3-(5-chloro-2-methoxyphenyl)acrylate + (E)-ethyl 3-(5-chloro-2-methoxyphenyl)acrylate (105475-30-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium; lithium chloride / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere; Schlenk technique

1.2: 0.25 h / 25 °C / Inert atmosphere; Schlenk technique

2.1: copper(I) cyanide di(lithium chloride) / tetrahydrofuran / 6 h / -20 - -10 °C / Inert atmosphere

2.2: Inert atmosphere

With copper(I) cyanide di(lithium chloride); magnesium; lithium chloride; In tetrahydrofuran; 2.1: |Negishi Coupling;

DOI:10.1002/chem.201403015

upstream raw materials:

5-chloro-2-methoxybenzaldehyde

2-bromo-4-chloroanisole

tris-(o-tolyl)phosphine

ethyl acrylate

Downstream raw materials:

(E)-3-(5-chloro-2-methoxyphenyl)-acrylic acid