4-{3-[4-(4-n-pentylbenzoyloxy)phenyl]-1,2,4-oxadiazol-5-yl}phenyl 4-hexylbenzoate

Base Information

• Chemical Name: 4-{3-[4-(4-n-pentylbenzoyloxy)phenyl]-1,2,4-oxadiazol-5-yl}phenyl 4-hexylbenzoate
• CAS No.: 1342883-87-7
• Molecular Formula: C₃₉H₄₀N₂O₅
• Molecular Weight: 616.757
• Mol file: 1342883-87-7.mol

Synonyms:4-{3-[4-(4-n-pentylbenzoyloxy)phenyl]-1,2,4-oxadiazol-5-yl}phenyl 4-hexylbenzoate

Chemical Property of 4-{3-[4-(4-n-pentylbenzoyloxy)phenyl]-1,2,4-oxadiazol-5-yl}phenyl 4-hexylbenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{3-[4-(4-n-pentylbenzoyloxy)phenyl]-1,2,4-oxadiazol-5-yl}phenyl 4-hexylbenzoate

There total 4 articles about 4-{3-[4-(4-n-pentylbenzoyloxy)phenyl]-1,2,4-oxadiazol-5-yl}phenyl 4-hexylbenzoate 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: 71.0%

4-pentylbenzoic acid (26311-45-5) + 4-[3-(4-hydroxyphenyl)-1,2,4-oxadiazol-5-yl]phenyl 4-hexyl-benzoate (1342883-62-8) → 4-{3-[4-(4-n-pentylbenzoyloxy)phenyl]-1,2,4-oxadiazol-5-yl}phenyl 4-hexylbenzoate (1342883-87-7)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2011.09.039

Reference yield:

4-benzyloxy-N'-hydroxybenzimidamide (62536-94-1) → 4-{3-[4-(4-n-pentylbenzoyloxy)phenyl]-1,2,4-oxadiazol-5-yl}phenyl 4-hexylbenzoate (1342883-87-7)

Guidance literature:

Multi-step reaction with 3 steps

1: dicyclohexyl-carbodiimide / 1,4-dioxane / 9 h / 25 °C / Reflux

2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethyl acetate / 6 h / 20 °C / 750.08 Torr

3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 20 °C / Inert atmosphere

With dmap; palladium 10% on activated carbon; hydrogen; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate;

DOI:10.1016/j.tet.2011.09.039

Reference yield:

4-benzyloxybenzonitrile (52805-36-4) → 4-{3-[4-(4-n-pentylbenzoyloxy)phenyl]-1,2,4-oxadiazol-5-yl}phenyl 4-hexylbenzoate (1342883-87-7)

Guidance literature:

Multi-step reaction with 4 steps

1: hydroxylamine hydrochloride

2: dicyclohexyl-carbodiimide / 1,4-dioxane / 9 h / 25 °C / Reflux

3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethyl acetate / 6 h / 20 °C / 750.08 Torr

4: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 20 °C / Inert atmosphere

With dmap; palladium 10% on activated carbon; hydroxylamine hydrochloride; hydrogen; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate;

DOI:10.1016/j.tet.2011.09.039

upstream raw materials:

4-pentylbenzoic acid

4-[3-(4-hydroxyphenyl)-1,2,4-oxadiazol-5-yl]phenyl 4-hexyl-benzoate

4-benzyloxybenzonitrile

4-benzyloxy-N'-hydroxybenzimidamide

Refernces

• 1、 Shanker, Govindaswamy,Tschierske, Carsten. "Synthesis of non-symmetrically substituted 1,2,4-oxadiazole derived liquid crystals". experimental part. p. 8635 - 8638. Retrieved 2011/12/01.