methyl 3-chloro-2-phenylacrylate

Base Information

• Chemical Name: methyl 3-chloro-2-phenylacrylate
• CAS No.: 111558-10-2
• Molecular Formula: C₁₀H₉ClO₂
• Molecular Weight: 196.633
• Mol file: 111558-10-2.mol

Synonyms:

Chemical Property of methyl 3-chloro-2-phenylacrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-chloro-2-phenylacrylate

There total 3 articles about methyl 3-chloro-2-phenylacrylate 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: 55.0%

methanol (67-56-1) + (Z)-3-chloro-2-phenyl-N-(quinolin-8-yl)acrylamide → methyl 3-chloro-2-phenylacrylate (111558-10-2)

Guidance literature:

With toluene-4-sulfonic acid; at 100 ℃; for 168h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.0c02750

Reference yield:

2-phenyl-N-(quinolin-8-yl)-acrylamide (1507347-50-3) → methyl 3-chloro-2-phenylacrylate (111558-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-chloro-succinimide; palladium dichloride / N,N-dimethyl-formamide / 8 h / 25 °C / Sealed tube

2: toluene-4-sulfonic acid / 168 h / 100 °C / Inert atmosphere; Sealed tube

With N-chloro-succinimide; toluene-4-sulfonic acid; palladium dichloride; In N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.0c02750

Reference yield:

2-phenylacrylic acid (492-38-6) → methyl 3-chloro-2-phenylacrylate (111558-10-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 3 h / 0 - 20 °C

1.2: 20 °C

2.1: N-chloro-succinimide; palladium dichloride / N,N-dimethyl-formamide / 8 h / 25 °C / Sealed tube

3.1: toluene-4-sulfonic acid / 168 h / 100 °C / Inert atmosphere; Sealed tube

With N-chloro-succinimide; oxalyl dichloride; toluene-4-sulfonic acid; palladium dichloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.0c02750

upstream raw materials:

methanol

2-phenyl-N-(quinolin-8-yl)-acrylamide

2-phenylacrylic acid

Downstream raw materials:

3-<(S)-5-Isopropyl-3,6-dimethoxy-2(5H)-pyrazinyliden>-2-phenylpropansaeure-methylester

(E,R)-4-Amino-4-methyl-2-phenyl-2-pentendisaeure-dimethylester

(E,R)-4-Amino-4-methyl-2-phenyl-2-pentandisaeure

(E)-3-<(2R,5S)-2,5-Dihydro-5-isopropyl-3,6-dimethoxy-2-methyl-2-pyrazinyl>-2-phenyl-2-propensaeure-methylester