3-CYCLOPENTYLACRYLONITRILE

Base Information

• Chemical Name: 3-CYCLOPENTYLACRYLONITRILE
• CAS No.: 591769-05-0
• Molecular Formula: C8H11N
• Molecular Weight: 121.182
• Hs Code.: 2926909090
• Mol file: 591769-05-0.mol

Synonyms:3-Cyclopentylacrylonitrile;3-cyclopentylprop-2-enenitrile;

Chemical Property of 3-CYCLOPENTYLACRYLONITRILE

Chemical Property:

• Boiling Point: 209 °C at 760 mmHg
• Flash Point: 79.9 °C
• PSA: 23.79000
• Density: 1.027 g/cm³
• LogP: 2.25638
• Storage Temp.: 2-8°C

Purity/Quality:

98%, ^*data from raw suppliers

3-Cyclopentylacrylonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-CYCLOPENTYLACRYLONITRILE

There total 4 articles about 3-CYCLOPENTYLACRYLONITRILE 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: 98.0%

cyclopentanealdehyde (872-53-7) + diethyl 1-cyanomethylphosphonate (2537-48-6) → 3-cyclopentyl-acrylonitrile (591769-05-0)

Guidance literature:

With HT-O-t-Bu; In N,N-dimethyl-formamide; for 2.5h; Heating;

DOI:10.1016/S0021-9517(03)00080-0

Reference yield: 68.0%

→ 3-cyclopentyl-acrylonitrile (591769-05-0)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃;

Reference yield: 26.2%

cyclopentanealdehyde (872-53-7) + (cyanomethyl)triphenylphosphonium bromide (15898-47-2) → 3-cyclopentyl-acrylonitrile (591769-05-0)

Guidance literature:

(cyanomethyl)triphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

cyclopentanealdehyde; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1h; Inert atmosphere;

upstream raw materials:

cyclopentanealdehyde

diethyl 1-cyanomethylphosphonate

(cyanomethyl)triphenylphosphonium bromide

Methyl oleate

Downstream raw materials:

ruxolitinib

(3S)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

(3R)-3-cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

(3S)-3-cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

Refernces

• 1、 Guo, Beibei,Zijlstra, Douwe S.,de Vries, Johannes G.,Otten, Edwin. "Oxa-Michael Addition to α,β-Unsaturated Nitriles: An Expedient Route to γ-Amino Alcohols and Derivatives". . p. 2868 - 2872. Retrieved 2018/07/24.
• 2、 -. "JAK kinase inhibitor containing 4-aminopyrazole structure, preparation method and application thereof". Paragraph 0110; 0111. . Retrieved 2016/10/07.