3-hydroxy-2-phenylacrylic acid ethyl ester

Base Information

• Chemical Name: 3-hydroxy-2-phenylacrylic acid ethyl ester
• CAS No.: 60734-12-5
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.214
• Mol file: 60734-12-5.mol

Synonyms:3-hydroxy-2-phenylacrylic acid ethyl ester

Chemical Property of 3-hydroxy-2-phenylacrylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-hydroxy-2-phenylacrylic acid ethyl ester

There total 20 articles about 3-hydroxy-2-phenylacrylic acid ethyl 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: 85.0%

diazoacetic acid ethyl ester (623-73-4) + benzaldehyde (100-52-7) → ethyl 3-hydroxy-2-phenylprop-2-enoate (19242-50-3,60734-12-5,76636-17-4) + ethyl 3-oxo-3-phenylpropionate (94-02-0)

Guidance literature:

With 1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene(acetonitrile)gold(I) tetrafluoroborate; In dichloromethane; at -80 ℃; for 7h; Inert atmosphere;

DOI:10.1039/b908233f

Reference yield: 81.0%

Ethyl 2-phenylethanoate (101-97-3) + formic acid ethyl ester (109-94-4) → ethyl 3-hydroxy-2-phenylprop-2-enoate (19242-50-3,60734-12-5,76636-17-4)

Guidance literature:

With sodium hydride; In diethyl ether; mineral oil; at 0 - 20 ℃; for 12.25h;

DOI:10.1016/j.tet.2017.05.070

Reference yield: 80.0%

ethyl 2-diazo-3-(dimethyl(tert-butyl)siloxy)-3-phenylpropanoate (896728-58-8) → 3-hydroxy-2-phenylacrylic acid ethyl ester (60734-12-5)

Guidance literature:

ethyl 2-diazo-3-(dimethyl(tert-butyl)siloxy)-3-phenylpropanoate; dirhodium tetraacetate; In dichloromethane; at 20 ℃;

With silica gel;

DOI:10.1016/j.tetlet.2006.12.062

upstream raw materials:

Ethyl 2-phenylethanoate

formic acid ethyl ester

diazoacetic acid ethyl ester

benzaldehyde

Downstream raw materials:

8-Diethylamino-3-phenyl-pyrano[3,2-c]chromene-2,5-dione

5-phenyluracil

(E)-ethyl 2-phenylhex-4-enoate

2,5-diphenyl-6H-1,3-oxazin-6-one

Refernces

• 1、 Liu, Yin-Li,Xu, Xiu-Hua,Qing, Feng-Ling. "Synthesis of vinyl and electron-deficient aryl trifluoromethyl sulfides via Csp2?OH bond activation with AgSCF3 and n-Bu4NI/KI". supporting information. p. 5827 - 5832. Retrieved 2018/09/21.
• 2、 Shestakov, Aleksandr N.,Pankova, Alena S.,Golubev, Pavel,Khlebnikov, Alexander F.,Kuznetsov, Mikhail A.. "Br?nsted acid mediated cyclizations of ortho-aryl(ethynyl)pyrimidines". supporting information. p. 3939 - 3948. Retrieved 2017/06/14.