endo-2-methylcyclohex-2-en-1-yl benzoate

Base Information

• Chemical Name: endo-2-methylcyclohex-2-en-1-yl benzoate
• CAS No.: 54826-45-8
• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.28
• Mol file: 54826-45-8.mol

Synonyms:endo-2-methylcyclohex-2-en-1-yl benzoate

Chemical Property of endo-2-methylcyclohex-2-en-1-yl benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of endo-2-methylcyclohex-2-en-1-yl benzoate

There total 2 articles about endo-2-methylcyclohex-2-en-1-yl benzoate 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: 62.0%

1-methylcyclohex-1-ene (591-49-1) + tert-Butyl peroxybenzoate (614-45-9) → endo-2-methylcyclohex-2-en-1-yl benzoate (54826-45-8) + (S)-(-)-3-methyl-1-cyclohexen-3-yl benzoate (220959-43-3) + (R)-1-methyl-1-cyclohexen-3-yl benzoate + (S)-1-methyl-1-cyclohexen-3-yl benzoate (220959-44-4)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); phenylhydrazine; 2,6-bis<5',5'-diphenyl-4'-(S)-isopropyl oxazolin-2'-yl>pyridine; In acetone; at 25 ℃; for 1h; Further byproducts given;

DOI:10.1016/j.tet.2006.01.093

Reference yield:

(+)-(1S,2R)-1-methylcyclohexene (56246-59-4) + benzoyl chloride (98-88-4) → endo-2-methylcyclohex-2-en-1-yl benzoate (54826-45-8) + 2-benzoyloxycyclohexylmethylene

Guidance literature:

(+)-(1S,2R)-1-methylcyclohexene; With bis(cyclopentadienyl)titanium dichloride; C₃₀H₃₆CoF₆N₂O₂; triethylamine hydrochloride; zinc; In diethyl ether; at 22 ℃; Glovebox;

benzoyl chloride; With N,N,N,N,-tetramethylethylenediamine; In diethyl ether; dichloromethane; at 22 ℃; for 1h; Overall yield = 73 %; Overall yield = 31.6 mg; regioselective reaction; Glovebox;

DOI:10.1021/jacs.9b04993

upstream raw materials:

1-methylcyclohex-1-ene

tert-Butyl peroxybenzoate

(+)-(1S,2R)-1-methylcyclohexene

benzoyl chloride