rac-(2R,4R)-4-(tert-butyl)-2-(prop-2-en-1-yl)cyclohexanone

Base Information

• Chemical Name: rac-(2R,4R)-4-(tert-butyl)-2-(prop-2-en-1-yl)cyclohexanone
• CAS No.: 15781-11-0
• Molecular Formula: C₁₃H₂₂O
• Molecular Weight: 194.317
• Mol file: 15781-11-0.mol

Synonyms:rac-(2R,4R)-4-(tert-butyl)-2-(prop-2-en-1-yl)cyclohexanone

Chemical Property of rac-(2R,4R)-4-(tert-butyl)-2-(prop-2-en-1-yl)cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-(2R,4R)-4-(tert-butyl)-2-(prop-2-en-1-yl)cyclohexanone

There total 6 articles about rac-(2R,4R)-4-(tert-butyl)-2-(prop-2-en-1-yl)cyclohexanone 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: 73.0%

4-tercbutyl-cyclohexanone (98-53-3) + allyl alcohol (107-18-6) → rac-(2R,4R)-4-(tert-butyl)-2-(prop-2-en-1-yl)cyclohexanone (15781-11-0)

Guidance literature:

4-tercbutyl-cyclohexanone; allyl alcohol; With toluene-4-sulfonic acid; 2,2-dimethoxy-propane; In cyclohexane; at 91 ℃; under 760.051 Torr; Inert atmosphere;

With sodium ethanolate;

DOI:10.1002/cbdv.201400153

Reference yield:

4-tert-butylcyclohexanone dimethylhydrazone (58911-63-0) → rac-(2R,4R)-4-(tert-butyl)-2-(prop-2-en-1-yl)cyclohexanone (15781-11-0)

Guidance literature:

Multi-step reaction with 2 steps

1: LDA / tetrahydrofuran; hexane / 1.) 17 h, 2.) -78 deg C, 1 h; 0 deg C, 3.5 h

2: NaIO₄ / methanol; H₂O / 19 h

With sodium periodate; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; water;

DOI:10.1021/jo00074a018

Reference yield:

N'-[2-Allyl-4-tert-butyl-cyclohex-(Z)-ylidene]-N,N-dimethyl-hydrazine → trans-4-tert-Butyl-2-(2-propenyl)cyclohexanone (15781-18-7) + rac-(2R,4R)-4-(tert-butyl)-2-(prop-2-en-1-yl)cyclohexanone (15781-11-0)

Guidance literature:

With sodium periodate; In methanol; water; for 19h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00074a018

upstream raw materials:

allyltributylstanane

trans-4-tert-Butyl-2-(phenylseleno)cyclohexanone

cis-4-tert-Butyl-2-(phenylseleno)cyclohexanone

4-tercbutyl-cyclohexanone