5-dimethylaminonaphthalene-1-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl ester

Base Information

• Chemical Name: 5-dimethylaminonaphthalene-1-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl ester
• CAS No.: 1415743-27-9
• Molecular Formula: C₂₁H₂₀F₃NO₃S
• Molecular Weight: 423.456
• Mol file: 1415743-27-9.mol

Synonyms:5-dimethylaminonaphthalene-1-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl ester

Chemical Property of 5-dimethylaminonaphthalene-1-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-dimethylaminonaphthalene-1-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl ester

There total 3 articles about 5-dimethylaminonaphthalene-1-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl 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: 98.0%

2,2,2-trifluoro-1-(4-methylphenyl)ethanol (446-65-1) + 5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) → 5-dimethylaminonaphthalene-1-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl ester (1415743-27-9)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/jo302065u

Reference yield:

(±)-trimethyl(2,2,2-trifluoro-1-(4-methylphenyl)ethoxy)silane → 5-dimethylaminonaphthalene-1-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl ester (1415743-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / tetrahydrofuran; water / 2 h / 20 °C

2: 1,4-diaza-bicyclo[2.2.2]octane / dichloromethane / 4 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jo302065u

Reference yield:

4-methyl-benzaldehyde (104-87-0) → 5-dimethylaminonaphthalene-1-sulfonic acid 2,2,2-trifluoro-1-p-tolyl-ethyl ester (1415743-27-9)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

2: hydrogenchloride / tetrahydrofuran; water / 2 h / 20 °C

3: 1,4-diaza-bicyclo[2.2.2]octane / dichloromethane / 4 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jo302065u

upstream raw materials:

2,2,2-trifluoro-1-(4-methylphenyl)ethanol

5-(dimethylamino)naphth-1-ylsulfonyl chloride

4-methyl-benzaldehyde

Downstream raw materials:

dansyl acid

Refernces