4-(5-(3,4-diethoxybenzyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ol

Base Information

• Chemical Name: 4-(5-(3,4-diethoxybenzyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ol
• CAS No.: 1307230-43-8
• Molecular Formula: C₂₂H₂₄N₂O₄
• Molecular Weight: 380.444
• Mol file: 1307230-43-8.mol

Synonyms:4-(5-(3,4-diethoxybenzyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ol

Chemical Property of 4-(5-(3,4-diethoxybenzyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(5-(3,4-diethoxybenzyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ol

There total 4 articles about 4-(5-(3,4-diethoxybenzyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ol 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: 62.0%

N,1-dihydroxy-2,3-dihydro-1H-indene-4-carboximidamide (1093827-51-0) + 3,4-diethoxy-phenyl-acetic acid (38464-04-9) → 4-(5-(3,4-diethoxybenzyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ol (1307230-43-8)

Guidance literature:

3,4-diethoxy-phenyl-acetic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

N,1-dihydroxy-2,3-dihydro-1H-indene-4-carboximidamide; In N,N-dimethyl-formamide; at 20 - 80 ℃; for 18h;

Reference yield:

4-cyano-2,3-dihydro-1H-inden-1-one (60899-34-5) → 4-(5-(3,4-diethoxybenzyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ol (1307230-43-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethanol; sodium tetrahydroborate / silica gel / 2 h / 0 - 20 °C

2.1: hydroxylamine hydrochloride; sodium carbonate / ethanol / 16 h / Reflux

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 2 h / 20 °C

3.2: 18 h / 20 - 80 °C

With sodium tetrahydroborate; ethanol; hydroxylamine hydrochloride; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; silica gel; In ethanol; N,N-dimethyl-formamide;

Reference yield:

4-bromo-2,3-dihydroinden-1-one (15115-60-3) → 4-(5-(3,4-diethoxybenzyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-ol (1307230-43-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1-methyl-pyrrolidin-2-one / 7 h / 95 °C / Inert atmosphere

2.1: ethanol; sodium tetrahydroborate / silica gel / 2 h / 0 - 20 °C

3.1: hydroxylamine hydrochloride; sodium carbonate / ethanol / 16 h / Reflux

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 2 h / 20 °C

4.2: 18 h / 20 - 80 °C

With sodium tetrahydroborate; ethanol; hydroxylamine hydrochloride; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; silica gel; In 1-methyl-pyrrolidin-2-one; ethanol; N,N-dimethyl-formamide;

upstream raw materials:

4-cyano-2,3-dihydro-1H-inden-1-one

4-bromo-2,3-dihydroinden-1-one

(±)-1-hydroxy-2,3-dihydro-1H-indene-4-carbonitrile

N,1-dihydroxy-2,3-dihydro-1H-indene-4-carboximidamide