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

Base Information

Chemical Name:4-Methyl-1-[1-methyl-2-nitro-3-(tetrahydro-pyran-2-yloxy)-propyl]-cyclohex-2-enecarbonitrile
CAS No.:75233-42-0
Molecular Formula:C₁₇H₂₆N₂O₄
Molecular Weight:322.404
Hs Code.:

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

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

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

There total 6 articles about 4-Methyl-1-[1-methyl-2-nitro-3-(tetrahydro-pyran-2-yloxy)-propyl]-cyclohex-2-enecarbonitrile 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:

: 110-87-2
3,4-dihydro-2H-pyran

: 75233-42-0
4-Methyl-1-[1-methyl-2-nitro-3-(tetrahydro-pyran-2-yloxy)-propyl]-cyclohex-2-enecarbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 2 h / Ambient temperature

2: 78.6 percent / K₂CO₃ / ethanol; H₂O / 0.5 h / Ambient temperature

3: 43 percent / mesityl chloride, triethylamine / CH₂Cl₂ / 0.25 h / 0 °C

4: 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

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; 2-bromomesitylene; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; In ethanol; dichloromethane; water;
DOI:10.1021/jo01312a003

Reference yield:

: 75233-61-3
2-(2-nitroethoxy)tetrahydro-2H-pyran

: 75233-42-0
4-Methyl-1-[1-methyl-2-nitro-3-(tetrahydro-pyran-2-yloxy)-propyl]-cyclohex-2-enecarbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 78.6 percent / K₂CO₃ / ethanol; H₂O / 0.5 h / Ambient temperature

2: 43 percent / mesityl chloride, triethylamine / CH₂Cl₂ / 0.25 h / 0 °C

3: 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

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; 2-bromomesitylene; potassium carbonate; triethylamine; In ethanol; dichloromethane; water;
DOI:10.1021/jo01312a003

Reference yield:

: 75233-62-4,75281-72-0
3-Hydroxy-2-nitro-1-(2-tetrahydropyranyloxy)butane

: 75233-42-0
4-Methyl-1-[1-methyl-2-nitro-3-(tetrahydro-pyran-2-yloxy)-propyl]-cyclohex-2-enecarbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 43 percent / mesityl chloride, triethylamine / CH₂Cl₂ / 0.25 h / 0 °C

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

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; 2-bromomesitylene; triethylamine; In dichloromethane;
DOI:10.1021/jo01312a003