Ethyl (2E)-3-(4-bromo-3-hydroxyphenyl)-2-propenoate

Base Information

Chemical Name:Ethyl (2E)-3-(4-bromo-3-hydroxyphenyl)-2-propenoate
CAS No.:540779-38-2
Molecular Formula:C₁₁H₁₁BrO₃
Molecular Weight:271.111
Hs Code.:
DSSTox Substance ID:DTXSID801221516

Synonyms:Ethyl (2E)-3-(4-bromo-3-hydroxyphenyl)-2-propenoate;SCHEMBL12257935;DTXSID801221516;540779-38-2

Suppliers and Price of Ethyl (2E)-3-(4-bromo-3-hydroxyphenyl)-2-propenoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of Ethyl (2E)-3-(4-bromo-3-hydroxyphenyl)-2-propenoate

Chemical Property:

XLogP3:3.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:269.98916
Heavy Atom Count:15
Complexity:240

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCOC(=O)C=CC1=CC(=C(C=C1)Br)O
Isomeric SMILES:CCOC(=O)/C=C/C1=CC(=C(C=C1)Br)O

Technology Process of Ethyl (2E)-3-(4-bromo-3-hydroxyphenyl)-2-propenoate

There total 9 articles about Ethyl (2E)-3-(4-bromo-3-hydroxyphenyl)-2-propenoate 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: 92.0%

: 540779-37-1
ethyl (E)-4-bromo-3-benzyloxycinnamate

: 540779-38-2
ethyl (E)-4-bromo-3-hydroxycinnamate

Guidance literature:: With boron tribromide; In dichloromethane; at -78 ℃; for 2h;
DOI:10.1021/jm030524k

Reference yield: 72.0%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 20035-32-9
4-bromo-3-hydroxy-benzaldehyde

: 540779-38-2
ethyl (E)-4-bromo-3-hydroxycinnamate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 25 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.bmc.2014.01.006

Reference yield:

: 7781-98-8
ethyl-3-hydroxybenzoate

: 540779-38-2
ethyl (E)-4-bromo-3-hydroxycinnamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 53 percent / Br₂; AcOH / 20 h / 20 °C

2.1: 84 percent / K₂CO₃ / acetone / 15 h / Heating

3.1: 91 percent / DIBAL / CH₂Cl₂; hexane / 2 h / -78 °C

4.1: PCC / CH₂Cl₂ / 5 h / 20 °C

5.1: KN(SiMe₃)2 / diethyl ether; tetrahydrofuran / 0.5 h / -78 °C

5.2: 0.28 g / diethyl ether; tetrahydrofuran / -78 - 20 °C

6.1: 92 percent / BBr₃ / CH₂Cl₂ / 2 h / -78 °C

With bromine; boron tribromide; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetone;
DOI:10.1021/jm030524k