2-Propenoic acid, 3-chloro-3-phenyl-, methyl ester, (2Z)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-chloro-3-phenyl-, methyl ester, (2Z)-
• CAS No.: 56377-29-8
• Molecular Formula: C10H9ClO2
• Molecular Weight: 196.633
• Mol file: 56377-29-8.mol

Synonyms:

Chemical Property of 2-Propenoic acid, 3-chloro-3-phenyl-, methyl ester, (2Z)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid, 3-chloro-3-phenyl-, methyl ester, (2Z)-

There total 10 articles about 2-Propenoic acid, 3-chloro-3-phenyl-, methyl ester, (2Z)- 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: 80.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + phenylacetylene (536-74-3) → methyl (Z)-3-chloro-3-phenylprop-2-enoate (56377-29-8)

Guidance literature:

With copper dichloride; palladium dichloride; In 1,2-dichloro-ethane; at 20 ℃; for 5h; under 760 Torr;

DOI:10.1021/jo048358r

Reference yield: 79.0%

methyl chloroformate (79-22-1) + phenylacetylene (536-74-3) → methyl (Z)-3-chloro-3-phenylprop-2-enoate (56377-29-8)

Guidance literature:

With RhCl(1,5-cyclooctadiene)(PPh₃)2; In toluene; at 110 ℃; for 10h;

DOI:10.1021/ja9822299

Reference yield: 66.0%

bromoacetic acid methyl ester (96-32-2) + Benzotrichlorid (98-07-7) → methyl-3-phenyl-3,3-dichloropropanoate (30693-80-2) + methyl (Z)-3-chloro-3-phenylprop-2-enoate (56377-29-8)

Guidance literature:

In tetrahydrofuran; Ambient temperature; electrolyses in undevided cell, Zn anode, stainless steel cathode, NBu₄BF₄ and NBu₄I as supporting electrolyte;

DOI:10.1016/S0040-4039(00)82021-3

upstream raw materials:

methanol

β-chloro-cinnamic acid

bromoacetic acid methyl ester

Benzotrichlorid

Downstream raw materials:

(R)-2,5-Dihydro-2-methyl-5-oxo-3-phenyl-2-pyrrolcarbonsaeure-methylester

phenylpropyolic acid

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

(Z)-methyl 3-phenyl-3-phenylthiopropenoate

Refernces

• 1、 Nilov, Denis I.,Vasilyev, Aleksander V.. "One-pot tandem hydrophenylation and ionic hydrogenation of 3-phenylpropynoic acid derivatives under superelectrophilic activation". supporting information. p. 5714 - 5717. Retrieved 2015/09/29.
• 2、 Li, Jin-Heng,Tang, Shi,Xie, Ye-Xiang. "General and selective synthesis of (Z)-3-haloacrylates via palladium-catalyzed carbonylation of terminal alkynes". . p. 477 - 479. Retrieved 2007/10/03.