3-(4-trifluoromethyl-benzoyloxy)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

Base Information

• Chemical Name: 3-(4-trifluoromethyl-benzoyloxy)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester
• CAS No.: 740815-77-4
• Molecular Formula: C₁₇H₁₅F₃O₄
• Molecular Weight: 340.299
• Mol file: 740815-77-4.mol

Synonyms:3-(4-trifluoromethyl-benzoyloxy)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

Chemical Property of 3-(4-trifluoromethyl-benzoyloxy)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-trifluoromethyl-benzoyloxy)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

There total 2 articles about 3-(4-trifluoromethyl-benzoyloxy)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester 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%

methanol (67-56-1) + 4-trifluoromethylbenzoic acid endo-3-(2-oxo-pyrrolidine-3-carbonyl)-bicyclo[2.2.1]hept-5-en-2-yl ester (740815-65-0) → 3-(4-trifluoromethyl-benzoyloxy)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester (740815-77-4)

Guidance literature:

1,1-bis(8,8a,3a-tri(H)-indeno[1,2-d]oxazol-2yl)cPr*Cu(SbF₆)2; samarium(III) trifluoromethanesulfonate; at 20 ℃; for 0.333333h;

DOI:10.1016/j.tetlet.2004.05.090

Reference yield:

4-trifluoromethylbenzoic acid 3-oxo-3-(2-oxo-pyrrolidin-3-yl)-propenyl ester (740815-55-8) → 3-(4-trifluoromethyl-benzoyloxy)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester (740815-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,1-bis(8,8a,3a-tri(H)-indeno[1,2-d]oxazol-2yl)cPr*Cu(SbF₆)2 / CH₂Cl₂ / 0.5 h / 20 °C

1.2: CH₂Cl₂ / 1 h / 20 °C

2.1: 100 percent / 1,1-bis(8,8a,3a-tri(H)-indeno[1,2-d]oxazol-2yl)cPr*Cu(SbF₆)2; Sm(OTf)3 / 0.33 h / 20 °C

1,1-bis(8,8a,3a-tri(H)-indeno[1,2-d]oxazol-2yl)cPr*Cu(SbF₆)2; samarium(III) trifluoromethanesulfonate; In dichloromethane; 1.1: Diels-Alder reaction / 1.2: Diels-Alder reaction;

DOI:10.1016/j.tetlet.2004.05.090

Reference yield: 60.0%

3-(4-trifluoromethyl-benzoyloxy)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester (740815-77-4) → (+)-2-methoxy-carbonylnorbornadiene (111613-51-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 80 ℃; for 24h;

DOI:10.1016/j.tetlet.2004.05.090

upstream raw materials:

methanol

4-trifluoromethylbenzoic acid endo-3-(2-oxo-pyrrolidine-3-carbonyl)-bicyclo[2.2.1]hept-5-en-2-yl ester

4-trifluoromethylbenzoic acid 3-oxo-3-(2-oxo-pyrrolidin-3-yl)-propenyl ester

Downstream raw materials:

(+)-2-methoxy-carbonylnorbornadiene