cis-2-ethyl-3-methylcyclopentanone tosylhydrazone

Base Information

• Chemical Name: cis-2-ethyl-3-methylcyclopentanone tosylhydrazone
• CAS No.: 96689-44-0
• Molecular Formula: C₁₅H₂₂N₂O₂S
• Molecular Weight: 294.418
• Mol file: 96689-44-0.mol

Synonyms:

Chemical Property of cis-2-ethyl-3-methylcyclopentanone tosylhydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-2-ethyl-3-methylcyclopentanone tosylhydrazone

There total 2 articles about cis-2-ethyl-3-methylcyclopentanone tosylhydrazone 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%

(2S,3S)-2-Ethyl-3-methyl-cyclopentanone (76047-58-0) + toluene-4-sulfonic acid hydrazide (1576-35-8) → cis-2-ethyl-3-methylcyclopentanone tosylhydrazone (96689-44-0,96689-54-2,112460-71-6,112460-72-7)

Guidance literature:

In methanol; for 12h; Ambient temperature;

DOI:10.1021/jo00214a008

Reference yield:

2-ethyl-3-methylcyclopent-2-en-1-one (5682-72-4) → cis-2-ethyl-3-methylcyclopentanone tosylhydrazone (96689-44-0,96689-54-2,112460-71-6,112460-72-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 5percent rhodium on carbon, sodium carbonate, hydrogen / petroleum ether / 12 h

2: 99 percent / methanol / 12 h / Ambient temperature

With rhodium contaminated with carbon; hydrogen; sodium carbonate; In methanol; Petroleum ether;

DOI:10.1021/jo00214a008

Reference yield:

chloro-trimethyl-silane (75-77-4) + cis-2-ethyl-3-methylcyclopentanone tosylhydrazone (96689-44-0,96689-54-2,112460-71-6,112460-72-7) → cis-4-methyl-5-ethyl-1-(trimethylsilyl)cyclopentene (96689-47-3) + trans-4-methyl-5-ethyl-1-(trimethylsilyl)cyclopentene (96689-48-4)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; Yield given. Multistep reaction. Yields of byproduct given; 1.) hexane, room temp., 3 h, 2.) 15 h;

DOI:10.1021/jo00214a008

upstream raw materials:

(2S,3S)-2-Ethyl-3-methyl-cyclopentanone

toluene-4-sulfonic acid hydrazide

2-ethyl-3-methylcyclopent-2-en-1-one

Downstream raw materials:

cis-4-methyl-5-ethyl-1-(trimethylsilyl)cyclopentene

trans-4-methyl-5-ethyl-1-(trimethylsilyl)cyclopentene

Refernces