1-Cyano-1-(4-hydroxy-3-nitro-2-butyl)-4-methyl-2-cyclohexene

Base Information

• Chemical Name: 1-Cyano-1-(4-hydroxy-3-nitro-2-butyl)-4-methyl-2-cyclohexene
• CAS No.: 75233-43-1
• Molecular Formula: C₁₂H₁₈N₂O₃
• Molecular Weight: 238.287
• Mol file: 75233-43-1.mol

Synonyms:1-Cyano-1-(4-hydroxy-3-nitro-2-butyl)-4-methyl-2-cyclohexene

Chemical Property of 1-Cyano-1-(4-hydroxy-3-nitro-2-butyl)-4-methyl-2-cyclohexene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Cyano-1-(4-hydroxy-3-nitro-2-butyl)-4-methyl-2-cyclohexene

There total 4 articles about 1-Cyano-1-(4-hydroxy-3-nitro-2-butyl)-4-methyl-2-cyclohexene 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: 43.0%

4-Methyl-1-[1-methyl-2-nitro-3-(tetrahydro-pyran-2-yloxy)-propyl]-cyclohex-2-enecarbonitrile (75233-42-0) → 1-Cyano-1-(4-hydroxy-3-nitro-2-butyl)-4-methyl-2-cyclohexene (75233-43-1)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; water; for 4h; Heating;

DOI:10.1021/jo01312a003

Reference yield:

4-methylcyclohex-1-ene-1-carbonitrile (41198-89-4) → 1-Cyano-1-(4-hydroxy-3-nitro-2-butyl)-4-methyl-2-cyclohexene (75233-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 2,2,6,6-tetramethylpiperidine, n-butyllithium / 1.) THF, hexane, 0 deg C, 15min; 0 deg C, 30 min, 2.) THF, -78 deg C, 5min, 0 deg C

2: 43 percent / p-toluenesulfonic acid / ethanol; H₂O / 4 h / Heating

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; toluene-4-sulfonic acid; In ethanol; water;

DOI:10.1021/jo01312a003

Reference yield:

1-hydroxy-4-methyl-cyclohexanecarbonitrile (933-45-9) → 1-Cyano-1-(4-hydroxy-3-nitro-2-butyl)-4-methyl-2-cyclohexene (75233-43-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / thionyl chloride / pyridine / Ambient temperature

2: 1.) 2,2,6,6-tetramethylpiperidine, n-butyllithium / 1.) THF, hexane, 0 deg C, 15min; 0 deg C, 30 min, 2.) THF, -78 deg C, 5min, 0 deg C

3: 43 percent / p-toluenesulfonic acid / ethanol; H₂O / 4 h / Heating

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; thionyl chloride; toluene-4-sulfonic acid; In pyridine; ethanol; water;

DOI:10.1021/jo01312a003

upstream raw materials:

4-Methyl-1-[1-methyl-2-nitro-3-(tetrahydro-pyran-2-yloxy)-propyl]-cyclohex-2-enecarbonitrile

4-methylcyclohex-1-ene-1-carbonitrile

1-methylcyclohexan-4-one

1-hydroxy-4-methyl-cyclohexanecarbonitrile