2-Propenoic acid, 3-(4-methoxyphenyl)-2-methyl-, methyl ester, (2E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(4-methoxyphenyl)-2-methyl-, methyl ester, (2E)-
• CAS No.: 126356-04-5
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Mol file: 126356-04-5.mol

Synonyms:

Chemical Property of 2-Propenoic acid, 3-(4-methoxyphenyl)-2-methyl-, methyl ester, (2E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Propenoic acid, 3-(4-methoxyphenyl)-2-methyl-, methyl ester, (2E)-

There total 26 articles about 2-Propenoic acid, 3-(4-methoxyphenyl)-2-methyl-, methyl ester, (2E)- 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%

(E)-3-(4-methoxyphenyl)-2-methylacrylic acid (13048-81-2,40527-52-4,13048-80-1) + methyl iodide (74-88-4) → (E)-methyl 2-methyl-3-(p-methoxyphenyl)prop-2-enoate (126356-04-5)

Guidance literature:

(E)-3-(4-methoxyphenyl)-2-methylacrylic acid; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 5h; Inert atmosphere; Schlenk technique;

DOI:10.1002/cjoc.201400361

Reference yield: 98.0%

para-iodoanisole (696-62-8) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → (E)-methyl 2-methyl-3-(p-methoxyphenyl)prop-2-enoate (126356-04-5)

Guidance literature:

With trihexyl(tetradecyl)phosphonium chloride; sodium acetate; palladium diacetate; In water; at 50 ℃; for 2h;

DOI:10.1016/j.tetlet.2004.08.103

Reference yield: 95.0%

α,β-syn-methyl 3-hydroxy-2-methyl-3-(p-methoxyphenyl)propionate (17226-85-6,17226-86-7,34880-65-4,119068-85-8,136521-24-9,136521-25-0,136734-11-7) → (E)-methyl 2-methyl-3-(p-methoxyphenyl)prop-2-enoate (126356-04-5)

Guidance literature:

With methanesulfonic acid; In chloroform; at 20 ℃; for 12h;

DOI:10.1248/cpb.48.272

upstream raw materials:

para-iodoanisole

methacrylic acid methyl ester

methyl 2-(diethoxyphosphoryl)propanoate

4-methyl-benzaldehyde

Downstream raw materials:

methyl (2Z)-2-(bromomethyl)-3-(4-methoxyphenyl)prop-2-enoate

C₁₁H₁₁⁽²⁾H₃O

Acetic acid (2R,3R)-3-hydroxy-3-(4-methoxy-phenyl)-2-methyl-propyl ester

Refernces

• 1、 Iyer, Suresh,Ramesh, Chinnasamy,Sarkar, Anjana,Wadgaonkar, Prakash P.. "The vinylation of aryl and vinyl halides catalyzed by copper salts". . p. 8113 - 8116. Retrieved 1997.
• 2、 Gerritsma, David A.,Robertson, Al,McNulty, James,Capretta, Alfredo. "Heck reactions of aryl halides in phosphonium salt ionic liquids: Library screening and applications". . p. 7629 - 7631. Retrieved 2004.
• 3、 Li, Jian,Qian, Weixing,Zhang, Yongmin. "SmI2-mediated elimination reaction of Baylis-Hillman adducts controlled by temperature: A facile synthesis of trisubstituted alkenes and 1,5-hexadiene derivatives with E-stereoselectivity". . p. 5793 - 5798. Retrieved 2004.
• 4、 Xavier, Tania,Condon, Sylvie,Pichon, Christophe,Le Gall, Erwan,Presset, Marc. "Synthesis of α,β-Disubstituted Acrylates via Galat Reaction". supporting information. p. 6135 - 6139. Retrieved 2019/08/28.
• 5、 Savanur, Hemantkumar M.,Kalkhambkar, Rajesh G.,Laali, Kenneth K.. "Piperidine-appended imidazolium ionic liquid as task-specific basic-IL for Suzuki and Heck reactions and for tandem Wittig-Suzuki, Wittig-Heck, Horner-Emmons-Suzuki, and Horner-Emmons-Heck protocols". . p. 150 - 161. Retrieved 2017/06/30.