Benzoic acid, 4-[[(2,2,2-trichloroethoxy)sulfonyl]oxy]-, phenylmethyl ester

Base Information

• Chemical Name: Benzoic acid, 4-[[(2,2,2-trichloroethoxy)sulfonyl]oxy]-, phenylmethyl ester
• CAS No.: 653605-32-4
• Molecular Formula: C16H13Cl3O6S
• Molecular Weight: 439.701
• Mol file: 653605-32-4.mol

Synonyms:

Chemical Property of Benzoic acid, 4-[[(2,2,2-trichloroethoxy)sulfonyl]oxy]-, phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid, 4-[[(2,2,2-trichloroethoxy)sulfonyl]oxy]-, phenylmethyl ester

There total 2 articles about Benzoic acid, 4-[[(2,2,2-trichloroethoxy)sulfonyl]oxy]-, phenylmethyl 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: 95.0%

chlorosulfuric acid 2,2,2-trichloroethyl ester (764-09-0) + Benzyl 4-hydroxybenzoate (94-18-8) → 4-(2,2,2-trichloroethoxysulfonyloxy)benzoic acid benzyl ester (653605-32-4)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; at 20 ℃; for 10h;

DOI:10.1021/ol036157o

Reference yield:

4-hydroxy-benzoic acid (99-96-7) → 4-(2,2,2-trichloroethoxysulfonyloxy)benzoic acid benzyl ester (653605-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate / methanol; water / 0.5 h / 20 °C / Inert atmosphere

1.2: 11 h / 0 - 20 °C / Inert atmosphere

2.1: dmap; triethylamine / tetrahydrofuran / 10 h / 20 °C / Inert atmosphere

With dmap; caesium carbonate; triethylamine; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.tet.2012.03.100

Reference yield: 91.0%

4-(2,2,2-trichloroethoxysulfonyloxy)benzoic acid benzyl ester (653605-32-4) → 4-sulfooxybenzoic acid monoammonium salt (653605-33-5)

Guidance literature:

With palladium 10% on activated carbon; ammonium formate; In methanol; at 20 ℃; for 36h; Inert atmosphere;

DOI:10.1016/j.tet.2012.03.100

upstream raw materials:

chlorosulfuric acid 2,2,2-trichloroethyl ester

Benzyl 4-hydroxybenzoate

4-hydroxy-benzoic acid

Downstream raw materials:

4-sulfooxybenzoic acid benzyl ester ammonium salt

4-sulfooxybenzoic acid monoammonium salt

Refernces

• 1、 Liu, Yong,Lien, I.-Feh Felicia,Ruttgaizer, Scott,Dove, Peter,Taylor, Scott D.. "Synthesis and Protection of Aryl Sulfates Using the 2,2,2-Trichloroethyl Moiety". . p. 209 - 212. Retrieved 2007/10/03.