cis-2,6-bis(phenylmethyl)cyclohexanone

Base Information

• Chemical Name: cis-2,6-bis(phenylmethyl)cyclohexanone
• CAS No.: 7382-09-4
• Molecular Formula: C₂₀H₂₂O
• Molecular Weight: 278.394
• Mol file: 7382-09-4.mol

Synonyms:cis-2,6-bis(phenylmethyl)cyclohexanone

Chemical Property of cis-2,6-bis(phenylmethyl)cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-2,6-bis(phenylmethyl)cyclohexanone

There total 47 articles about cis-2,6-bis(phenylmethyl)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: 70.0%

2,6-bis(benzylidene)cyclohexanone (897-78-9,42052-61-9) → cis-2,6-bis(phenylmethyl)cyclohexanone (7382-09-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 4h;

DOI:10.1002/anie.200601722

Reference yield: 58.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + benzylamine (100-46-9) → (E)-2,6-Dibenzylcyclohexanone (7382-09-4,7382-10-7,36040-03-6)

Guidance literature:

for 25h; Heating;

DOI:10.1016/S0040-4039(00)98907-X

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + benzyl chloride (100-44-7) → α,α-dibenzylcyclohexanone (7382-11-8) + 2-benzylcyclohexan-1-one (946-33-8) + cis-2,6-bis(phenylmethyl)cyclohexanone (7382-09-4) + (E)-2,6-Dibenzylcyclohexanone (7382-09-4,7382-10-7,36040-03-6)

Guidance literature:

With potassium hydride; Yield given. Multistep reaction. Yields of byproduct given; 1) Et₂O, 25 deg C, 1-3 H, 2) Et₂O, 0 to 25 deg C, 18 h;

DOI:10.1021/jo00068a050

upstream raw materials:

diethyl ether

(E)-2,6-Dibenzylcyclohexanone

2,6-bis(phenylmethylene)cyclohexanone

benzene

Downstream raw materials:

(+/-)-trans-1.3-dibenzyl-cyclohexanone-⁽²⁾-semicarbazone

trans-1.3-Dibenzyl-cyclohexanon-⁽²⁾

1r.3c-Dibenzyl-cyclohexanol-(2t)

2,2,6-tribenzyl-cyclohexanone

Refernces

• 1、 Shibuguchi, Tomoyuki,Mihara, Hisashi,Kuramochi, Akiyoshi,Sakuraba, Shun,Ohshima, Takashi,Shibasaki, Masakatsu. "Short synthesis of (+)-cylindricine C by using a catalytic asymmetric Michael reaction with a two-center organocatalyst". . p. 4635 - 4637. Retrieved 2007/10/03.
• 2、 Armesto, Diego,Horspool, William M.,Martin, Juan Antonio F.,Perez-Ossorio, Rafael. "SELECTIVE REDUCTION OF C-C DOUBLE BONDS IN CONJUGATED ENONES BY BENZYLAMINE. A VARIANT OF THE SOMMELET REACTION". . p. 5217 - 5220. Retrieved 2007/10/02.