Benzonitrile, 4-(3-oxo-1-phenylcyclohexyl)-

Base Information

• Chemical Name: Benzonitrile, 4-(3-oxo-1-phenylcyclohexyl)-
• CAS No.: 537708-77-3
• Molecular Formula: C19H17NO
• Molecular Weight: 275.35
• Mol file: 537708-77-3.mol

Synonyms:

Chemical Property of Benzonitrile, 4-(3-oxo-1-phenylcyclohexyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzonitrile, 4-(3-oxo-1-phenylcyclohexyl)-

There total 1 articles about Benzonitrile, 4-(3-oxo-1-phenylcyclohexyl)- 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: 55.0%

phenyllithium (591-51-5) + 4-(3-oxocyclohex-1-enyl)-benzonitrile (123732-13-8) → 3-(4-cyanophenyl)-3-phenylcyclohexanone (537708-77-3)

Guidance literature:

phenyllithium; In diethyl ether; at 0 ℃; for 1h;

4-(3-oxocyclohex-1-enyl)-benzonitrile; In tetrahydrofuran; diethyl ether; at 20 ℃; for 3h;

DOI:10.1021/ja028631b

Reference yield:

3-(4-cyanophenyl)-3-phenylcyclohexanone (537708-77-3) → 4-(4-bromo-3-oxo-1-phenyl-cyclohexyl)-benzonitrile

Guidance literature:

3-(4-cyanophenyl)-3-phenylcyclohexanone; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -70 ℃; for 1h;

With bromine; In tetrahydrofuran; tetrachloromethane; hexane; at -70 ℃; for 2h;

DOI:10.1021/ja028631b

Reference yield:

3-(4-cyanophenyl)-3-phenylcyclohexanone (537708-77-3) → 1-tert-butyl-exo-2-(4-cyanophenyl)-5-phenylbicyclo[3.1.0]hexan-3-one

Guidance literature:

Multi-step reaction with 5 steps

1.1: LDA / hexane; tetrahydrofuran / 1 h / -70 °C

1.2: Br₂ / hexane; tetrahydrofuran; CCl₄ / 2 h / -70 °C

2.1: 0.75 g / LiBr; Li₂CO₃ / dimethylformamide / 5 h / 135 °C

3.1: CuCN / pentane; diethyl ether / 0 °C

3.2: diethyl ether; pentane / 0 °C

3.3: diethyl ether; hexane / 0 °C

4.1: aq. H₂O₂; pyridine / CH₂Cl₂ / 20 °C

5.1: 18 percent / benzene / 3.5 h / UV-irradiation

With pyridine; dihydrogen peroxide; lithium carbonate; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; pentane; benzene;

DOI:10.1021/ja028631b

upstream raw materials:

phenyllithium

4-(3-oxocyclohex-1-enyl)-benzonitrile

Downstream raw materials:

5-(4-cyanophenyl)-5-phenylcyclohex-2-enone

3-tert-butyl-5-(4-cyanophenyl)-5-phenylcyclohex-2-enone