Isopropyl 3-Cyano-4-isopropoxybenzoate（WS200309）

Base Information

• Chemical Name: Isopropyl 3-Cyano-4-isopropoxybenzoate（WS200309）
• CAS No.: 1261173-10-7
• Molecular Formula: C₁₄H₁₇NO₃
• Molecular Weight: 247.294
• Mol file: 1261173-10-7.mol

Synonyms:1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate

Chemical Property of Isopropyl 3-Cyano-4-isopropoxybenzoate（WS200309）

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Isopropyl3-cyano-4-isopropoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Isopropyl 3-Cyano-4-isopropoxybenzoate（WS200309）

There total 4 articles about Isopropyl 3-Cyano-4-isopropoxybenzoate（WS200309） 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:

isopropyl alcohol (67-63-0,8013-70-5) + 3-cyano-4-fluorobenzoic acid methyl ester (676602-31-6) → 1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate (1261173-10-7)

Guidance literature:

isopropyl alcohol; With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; Cooling with ice;

3-cyano-4-fluorobenzoic acid methyl ester; In tetrahydrofuran; at 50 ℃; for 16h;

Reference yield:

1-methylethyl 3-bromo-4-[(1-methylethyl)oxy]benzoate (1034689-05-8) + copper(l) cyanide → 1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate (1261173-10-7)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; at 200 ℃; for 16h;

Reference yield:

3-cyano-4-fluorobenzoic acid (171050-06-9) → 1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate (1261173-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / 80 - 90 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 20 °C / Cooling with ice

2.2: 16 h / 50 °C

With sodium hexamethyldisilazane; toluene-4-sulfonic acid; In tetrahydrofuran;

upstream raw materials:

3-bromo-4-hydroxy-benzoic acid

1-methylethyl 3-bromo-4-[(1-methylethyl)oxy]benzoate

isopropyl alcohol

3-cyano-4-fluorobenzoic acid methyl ester

Downstream raw materials:

3-cyano-4-isopropoxybenzoic acid

tert-butyl 2-(7-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

5-[3-(1H-indazol-5-yl)-1,2,4-oxadiazol-5-yl]-2-[(1-methylethyl)oxy]benzonitrile

ethyl 4-[6-chloro-5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1H-indazol-1-yl]butanoate

Refernces

• 1、 -. "DISUBSTITUTED OXADIAZOLE DERIVATIVES USEFUL IN THE TREATMENT OF AUTOIMMUNE AND INFLAMMATORY DISORDERS". . . Retrieved 2011/02/24.