(E)-3-(furan-2-yl)-1-(4-hydroxyphenyl)prop-2-en-1-one

Base Information

• Chemical Name: (E)-3-(furan-2-yl)-1-(4-hydroxyphenyl)prop-2-en-1-one
• CAS No.: 1141-60-2
• Molecular Formula: C13H10 O3
• Molecular Weight: 214.221
• NSC Number: 174841
• DSSTox Substance ID: DTXSID70421804
• Nikkaji Number: J1.610.229F
• Wikidata: Q82233479
• ChEMBL ID: CHEMBL1455402
• Mol file: 1141-60-2.mol

Synonyms:F1707-0104;1141-60-2;224638-37-3;(2E)-3-(2-furyl)-1-(4-hydroxyphenyl)prop-2-en-1-one;(E)-3-(furan-2-yl)-1-(4-hydroxyphenyl)prop-2-en-1-one;NSC174841;MLS000680001;SCHEMBL5597969;CHEMBL1455402;SCHEMBL10944213;DTXSID70421804;HMS2587I22;AKOS002234931;NSC-174841;SMR000324627;2-[3-Oxo-3-(4-hydroxyphenyl)-1-propenyl]furan;SR-01000014454;SR-01000014454-1

Chemical Property of (E)-3-(furan-2-yl)-1-(4-hydroxyphenyl)prop-2-en-1-one

Chemical Property:

• Vapor Pressure: 7.95E-07mmHg at 25°C
• Boiling Point: 395.6°C at 760 mmHg
• Flash Point: 193.1°C
• Density: 1.252g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 214.062994177
• Heavy Atom Count: 16
• Complexity: 264

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)C=CC(=O)C2=CC=C(C=C2)O
• Isomeric SMILES: C1=COC(=C1)/C=C/C(=O)C2=CC=C(C=C2)O

Technology Process of (E)-3-(furan-2-yl)-1-(4-hydroxyphenyl)prop-2-en-1-one

There total 4 articles about (E)-3-(furan-2-yl)-1-(4-hydroxyphenyl)prop-2-en-1-one 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)-1-(4-bromophenyl)-3-(furan-2-yl)-2-propen-1-one (36715-58-9,132434-53-8) → (2E)-3-(furan-2-il)-1-(4-hidroxifenil)prop-2-en-1-ona (1141-60-2)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); p-methylbenzaldehyde oxime; caesium carbonate; tert-butyl XPhos; In N,N-dimethyl-formamide; at 90 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c9nj05124d

Reference yield: 88.0%

furfural (98-01-1) + 4-Hydroxyacetophenone (99-93-4) → (2E)-3-(furan-2-il)-1-(4-hidroxifenil)prop-2-en-1-ona (1141-60-2)

Guidance literature:

With sodium hydroxide; In methanol; Heating;

Reference yield:

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → (2E)-3-(furan-2-il)-1-(4-hidroxifenil)prop-2-en-1-ona (1141-60-2)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃; for 12h;

DOI:10.1080/00397911.2021.1881124

upstream raw materials:

furfural

4-Hydroxyacetophenone

(E)-1-(4-bromophenyl)-3-(furan-2-yl)-2-propen-1-one

1-(2-furyl)-1-ethanone

Refernces

• 1、 García, Elisa,Coa, Juan C.,Otero, Elver,Carda, Miguel,Vélez, Iván D.,Robledo, Sara M.,Cardona, Wilson I.. "Synthesis and antiprotozoal activity of furanchalcone–quinoline, furanchalcone–chromone and furanchalcone–imidazole hybrids". . p. 497 - 511. Retrieved 2018.
• 2、 Reeta,Rangarajan,Kaushik, Kumar,Singh, Rishi Pal,Singh, Manjula,Singh, Raj Pal. "Efficient solvent- And temperature-tuned access to aldoxime ethers and phenolic functions by Pd-catalyzed C-O cross-coupling of aldoximes with aryl bromides and bromo-chalcones". supporting information. p. 1326 - 1336. Retrieved 2020/02/11.