trans-3-tert-butyl-5-methylcyclohexanone

Base Information

• Chemical Name: trans-3-tert-butyl-5-methylcyclohexanone
• CAS No.: 125413-75-4
• Molecular Formula: C₁₁H₂₀O
• Molecular Weight: 168.279
• Mol file: 125413-75-4.mol

Synonyms:

Chemical Property of trans-3-tert-butyl-5-methylcyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-3-tert-butyl-5-methylcyclohexanone

There total 4 articles about trans-3-tert-butyl-5-methylcyclohexanone 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:

5-methylcyclohex-2-en-1-one (7214-50-8) + tert-butylmercury chloride (38442-51-2) → cis-3-tert-butyl-5-methylcyclohexanone (125413-74-3) + trans-3-tert-butyl-5-methylcyclohexanone (125413-75-4)

Guidance literature:

With sodium iodide; In dimethyl sulfoxide; at 40 ℃; Irradiation;

Reference yield:

(1R,4S,6S)-4-(1,1-dimethylethyl)bicyclo<4.1.0>heptan-2-one (125413-73-2) → (3S,5R)-cis-3-tert-butyl-5-methylcyclohexanone (71837-69-9,71837-70-2,125413-74-3,125413-75-4)

Guidance literature:

With dipyridinium dichromate; lithium; Yield given. Multistep reaction; 1.) NH₃(liq), t-BuOH, Et₂O, -33 deg C, 30 min, 2.) CH₂Cl₂, room temperature, 1 h;

DOI:10.1021/jo00294a017

Reference yield:

5-methylcyclohex-2-en-1-one (7214-50-8) + tert.-butyl lithium (594-19-4) → trans-3-tert-butyl-5-methylcyclohexanone (125413-75-4)

Guidance literature:

Multistep reaction; (i) Me₂S, CuBr, pentane, Et₂O, (ii) /BRN= 1280746/;

DOI:10.1021/jo00393a004

upstream raw materials:

(1R,4S,6S)-4-(1,1-dimethylethyl)bicyclo<4.1.0>heptan-2-one

5-methylcyclohex-2-en-1-one

tert.-butyl lithium

tert-butylmercury chloride

Refernces

• 1、 Russell, Glen A.,Baik, Woonphil,Ngoviwatchai, Preecha,Kim, Byeong Hyo. "Electron Transfer Processes. Part 47. Reactions of Organometallic Reagents Involving Electron Transfer". . p. 170 - 177. Retrieved 2007/10/02.