methyl bicyclo<2.2.2.>-5-octene-2-carboxylate

Base Information

• Chemical Name: methyl bicyclo<2.2.2.>-5-octene-2-carboxylate
• CAS No.: 25694-29-5
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22
• Mol file: 25694-29-5.mol

Synonyms:

Chemical Property of methyl bicyclo<2.2.2.>-5-octene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl bicyclo<2.2.2.>-5-octene-2-carboxylate

There total 17 articles about methyl bicyclo<2.2.2.>-5-octene-2-carboxylate 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: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + bicyclo<2.2.2>oct-5-ene-2-exo-carboxylic acid (20507-56-6,20507-57-7,40335-74-8,40610-12-6,41977-03-1,41977-04-2) → 5-exo-methoxycarbonylbicyclo<2.2.2>oct-2-ene (771-73-3,25578-17-0,25694-29-5,54515-88-7,68069-55-6)

Guidance literature:

In diethyl ether;

DOI:10.1248/cpb.44.296

Reference yield: 99.0%

cyclohexa-1,3-diene (1165952-91-9) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl endo-bicyclo<2.2.2>oct-5-ene-2-carboxylate (771-73-3,25578-17-0,25694-29-5,54515-88-7,68069-55-6)

Guidance literature:

With trimethylsilyl bis(trifluoromethanesulfonyl)imide; In toluene; at 0 ℃; for 3.5h; Inert atmosphere;

DOI:10.1021/jo502618g

Reference yield: 99.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + cyclohexene (110-83-8) → methyl endo-bicyclo<2.2.2>oct-5-ene-2-carboxylate (771-73-3,25578-17-0,25694-29-5,54515-88-7,68069-55-6)

Guidance literature:

With trimethylsilyl bis(trifluoromethanesulfonyl)imide; In toluene; at 0 - 20 ℃; for 1h;

DOI:10.1039/c3ob42152j

upstream raw materials:

cyclohexa-1,3-diene

acrylic acid methyl ester

cyclohexa-1,4-diene

diazomethane

Downstream raw materials:

(2-endo)-bicyclo<2.2.2>oct-5-ene-2-carboxylic acid

endo-5-methylbicyclo<2.2.2>oct-2-ene

bicyclo<2.2.2>-octa-2,5-diene

4-(2-hydroxyphenyl)-1-butene