4-(Pyridin-2-YL)but-3-EN-2-one

Base Information

• Chemical Name: 4-(Pyridin-2-YL)but-3-EN-2-one
• CAS No.: 94445-74-6
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• European Community (EC) Number: 844-076-0
• Nikkaji Number: J1.889.443B
• Mol file: 94445-74-6.mol

Synonyms:4-(PYRIDIN-2-YL)BUT-3-EN-2-ONE;94445-74-6;(E)-4-pyridin-2-ylbut-3-en-2-one;4-(pyridin-2-yl)but-3-en-2-one, E;(e)-4-(pyridin-2-yl)but-3-en-2-one;(3E)-4-(PYRIDIN-2-YL)BUT-3-EN-2-ONE;99662-36-9;4-(2-Pyridyl)-3-butene-2-one;AKOS013569626;EN300-182469;EN300-311913;Z2004564056

Chemical Property of 4-(Pyridin-2-YL)but-3-EN-2-one

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C=CC1=CC=CC=N1
• Isomeric SMILES: CC(=O)/C=C/C1=CC=CC=N1

Technology Process of 4-(Pyridin-2-YL)but-3-EN-2-one

There total 9 articles about 4-(Pyridin-2-YL)but-3-EN-2-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%

pyridine-2-carbaldehyde (1121-60-4) + 1-triphenylphosphoranylidene-2-propanone (1439-36-7) → (E)-4-(pyridin-2-yl)but-3-en-2-one (94445-74-6,99662-36-9)

Guidance literature:

In toluene; Reflux;

DOI:10.1021/ol3030605

Reference yield: 72.0%

pyridine-2-carbaldehyde (1121-60-4) + acetone (67-64-1) → (E)-4-(pyridin-2-yl)but-3-en-2-one (94445-74-6,99662-36-9)

Guidance literature:

With morpholin-4-ium 2,2,2-trifluoroacetate; at 75 ℃; Sealed tube;

DOI:10.1016/j.mcat.2020.111087

Reference yield: 71.0%

pyridine-2-carbaldehyde (1121-60-4) + 4-Hydroxy-4-methyl-2-pentanone (123-42-2) → (E)-4-(pyridin-2-yl)but-3-en-2-one (94445-74-6,99662-36-9)

Guidance literature:

With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); sodium t-butanolate; In toluene; at 20 ℃; for 3h; stereoselective reaction; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1039/c6ob01198e

upstream raw materials:

methyl 3-oxo-2-(pyridin-2-ylmethylene)butanoate

2-(hydroxy-[2]pyridyl-methyl)-acetoacetic acid ethyl ester

pyridine-2-carbaldehyde

acetone

Downstream raw materials:

ethyl 6-(2-pyridinyl)-2-hydroxy-4-oxo-2-cyclohexene-1-carboxylate monosodium salt

4-phenyl-4-(2-pyridyl)-2-butanone

5-(pyridin-2-yl)cyclohexane-1,3-dione

(E)-4-(pyridin-2-yl)but-3-en-2-ol