3-((E)-Propenyl)-2-trifluoromethanesulfonyloxy-benzoic acid methyl ester

Base Information

• Chemical Name: 3-((E)-Propenyl)-2-trifluoromethanesulfonyloxy-benzoic acid methyl ester
• CAS No.: 866528-96-3
• Molecular Formula: C₁₂H₁₁F₃O₅S
• Molecular Weight: 324.278
• Mol file: 866528-96-3.mol

Synonyms:3-((E)-Propenyl)-2-trifluoromethanesulfonyloxy-benzoic acid methyl ester

Chemical Property of 3-((E)-Propenyl)-2-trifluoromethanesulfonyloxy-benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-((E)-Propenyl)-2-trifluoromethanesulfonyloxy-benzoic acid methyl ester

There total 2 articles about 3-((E)-Propenyl)-2-trifluoromethanesulfonyloxy-benzoic 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:

trifluoromethylsulfonic anhydride (358-23-6) + methyl 3-allyl-salicylate (31456-98-1) → 3-((E)-Propenyl)-2-trifluoromethanesulfonyloxy-benzoic acid methyl ester (866528-96-3)

Guidance literature:

trifluoromethylsulfonic anhydride; methyl 3-allyl-salicylate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - 20 ℃; for 16h;

rhodium(III) chloride; In ethanol; for 3.5h; Heating;

DOI:10.1016/j.tetlet.2005.07.084

Reference yield:

methyl salicylate (119-36-8,8024-54-2) → 3-((E)-Propenyl)-2-trifluoromethanesulfonyloxy-benzoic acid methyl ester (866528-96-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: K₂CO₃ / acetone / 16 h / Heating

1.2: 3 h / 210 °C

2.1: EtN-(i-Pr)2 / CH₂Cl₂ / 16 h / -78 - 20 °C

2.2: RhCl₃ / ethanol / 3.5 h / Heating

With potassium carbonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetone;

DOI:10.1016/j.tetlet.2005.07.084

Reference yield:

3-((E)-Propenyl)-2-trifluoromethanesulfonyloxy-benzoic acid methyl ester (866528-96-3) + 2-vinylbenzeneboronic acid (15016-42-9) → phenanthrene-4-carboxylic acid methyl ester (18266-47-2)

Guidance literature:

3-((E)-Propenyl)-2-trifluoromethanesulfonyloxy-benzoic acid methyl ester; 2-vinylbenzeneboronic acid; With potassium tert-butylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; for 17h; Heating;

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 18h; Heating;

DOI:10.1016/j.tetlet.2005.07.084

upstream raw materials:

trifluoromethylsulfonic anhydride

methyl 3-allyl-salicylate

methyl salicylate

Downstream raw materials:

phenanthrene-4-carboxylic acid methyl ester