2-Butynoic acid, 4-hydroxy-4-(4-methoxyphenyl)-, methyl ester

Base Information

• Chemical Name: 2-Butynoic acid, 4-hydroxy-4-(4-methoxyphenyl)-, methyl ester
• CAS No.: 118741-66-5
• Molecular Formula: C12H12O4
• Molecular Weight: 220.225
• Mol file: 118741-66-5.mol

Synonyms:

Chemical Property of 2-Butynoic acid, 4-hydroxy-4-(4-methoxyphenyl)-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Butynoic acid, 4-hydroxy-4-(4-methoxyphenyl)-, methyl ester

There total 3 articles about 2-Butynoic acid, 4-hydroxy-4-(4-methoxyphenyl)-, methyl ester 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: 88.0%

methyl 2-bromoacrylate (4519-46-4) + 4-methoxy-benzaldehyde (123-11-5) → methyl 4-hydroxy-4-(4-methoxyphenyl)but-2-ynoate (118741-66-5)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In 2-methyltetrahydrofuran; at -40 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c2gc35305a

Reference yield: 77.0%

4-methoxy-benzaldehyde (123-11-5) + propynoic acid methyl ester (922-67-8) → methyl 4-hydroxy-4-(4-methoxyphenyl)but-2-ynoate (118741-66-5)

Guidance literature:

propynoic acid methyl ester; With n-butyllithium; In tetrahydrofuran; at -90 - -80 ℃; for 0.5h; Inert atmosphere;

4-methoxy-benzaldehyde; With chloro-trimethyl-silane; In tetrahydrofuran; at -80 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1055/s-0039-1690715

Reference yield: 76.0%

4-methoxy-benzaldehyde (123-11-5) + (3-methoxy-3-oxoprop-1-yn-1-yl)silver → methyl 4-hydroxy-4-(4-methoxyphenyl)but-2-ynoate (118741-66-5)

Guidance literature:

With zirconocene dichloride; silver trifluoromethanesulfonate; In dichloromethane; at 23 ℃; for 3h;

DOI:10.1002/anie.200353400

upstream raw materials:

4-methoxy-benzaldehyde

propynoic acid methyl ester

methyl 2-bromoacrylate

Downstream raw materials:

4-(4-methoxy-phenyl)-4-oxo-but-2-enoic acid methyl ester

(Z)-methyl 4-(4-methoxyphenyl)-4-oxobut-2-enoate

C₁₈H₁₇NO₅

3-chloro-4-iodo-5-(4-methoxyphenyl)furan-2(5H)-one