[2,6-Dimethyl-6-(2-oxo-ethyl)-cyclohex-1-enyl]-acetonitrile

Base Information

Chemical Name:[2,6-Dimethyl-6-(2-oxo-ethyl)-cyclohex-1-enyl]-acetonitrile
CAS No.:98127-18-5
Molecular Formula:C₁₂H₁₇NO
Molecular Weight:191.273
Hs Code.:

Synonyms:[2,6-Dimethyl-6-(2-oxo-ethyl)-cyclohex-1-enyl]-acetonitrile

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Chemical Property of [2,6-Dimethyl-6-(2-oxo-ethyl)-cyclohex-1-enyl]-acetonitrile

Chemical Property:

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Technology Process of [2,6-Dimethyl-6-(2-oxo-ethyl)-cyclohex-1-enyl]-acetonitrile

There total 14 articles about [2,6-Dimethyl-6-(2-oxo-ethyl)-cyclohex-1-enyl]-acetonitrile 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: 99.0%

: 98127-15-2
2-<<2-(cyanomethyl)-1,3-dimethyl-2-cyclohexen-1-yl>methyl>-1,3-dioxolane

: 98127-18-5
[2,6-Dimethyl-6-(2-oxo-ethyl)-cyclohex-1-enyl]-acetonitrile

Guidance literature:: With water; pyridinium p-toluenesulfonate; In acetone; for 36h; Heating;
DOI:10.1021/jo00221a027

Reference yield:

: 3740-59-8
3,4-dihydro-6-methyl-2H-pyran-2-one

: 98127-18-5
[2,6-Dimethyl-6-(2-oxo-ethyl)-cyclohex-1-enyl]-acetonitrile

Guidance literature:: Multi-step reaction with 13 steps

1: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 0.5 h, 2.) THF, a) -78 deg C, 4 h, b) 25 deg C, 8 h

2: 1.) CuI / 1.) THF, -20 deg C, 2.) THF, -78 deg C, 1 h

3: 1.) NaH / 1.) ether, 10 min, 2.) ether, 2 h

4: 1.) CuI / 1.) ether, -20 deg C, 2.) ether, 4 h

5: 1.) O₃, 2.) Me₂S / 1.) MeOH, CH₂Cl₂, -78 deg C, 2.) MeOH, CH₂Cl₂, 25 deg C, overnight

6: p-TsOH / benzene / 6 h / Heating

7: 98 percent / LiAlH₄ / diethyl ether / 2 h / 25 °C

8: 100 percent / N-chlorosuccinimide, Me₂S / CH₂Cl₂ / 1 h / 0 °C

9: 1.) NaH / 1.) THF, 25 deg C, 30 min, 2.) THF, 12 h

10: 96 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 2 h / -78 °C

11: sodium benzenesulfinate / dimethylsulfoxide / 24 h / Ambient temperature

12: 52 percent / dimethylsulfoxide / 48 h / Ambient temperature

13: 99 percent / pyridinium tosylate, H₂O / acetone / 36 h / Heating

With N-chloro-succinimide; copper(l) iodide; lithium aluminium tetrahydride; dimethylsulfide; water; sodium benzenesulfonate; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; ozone; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In diethyl ether; dichloromethane; dimethyl sulfoxide; acetone; benzene;
DOI:10.1021/jo00221a027

Reference yield:

: 3128-06-1
5-ketohexanoic acid

: 98127-18-5
[2,6-Dimethyl-6-(2-oxo-ethyl)-cyclohex-1-enyl]-acetonitrile

Guidance literature:: Multi-step reaction with 14 steps

1: 80 percent / SOCl₂ / benzene / 10 h / Heating

2: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 0.5 h, 2.) THF, a) -78 deg C, 4 h, b) 25 deg C, 8 h

3: 1.) CuI / 1.) THF, -20 deg C, 2.) THF, -78 deg C, 1 h

4: 1.) NaH / 1.) ether, 10 min, 2.) ether, 2 h

5: 1.) CuI / 1.) ether, -20 deg C, 2.) ether, 4 h

6: 1.) O₃, 2.) Me₂S / 1.) MeOH, CH₂Cl₂, -78 deg C, 2.) MeOH, CH₂Cl₂, 25 deg C, overnight

7: p-TsOH / benzene / 6 h / Heating

8: 98 percent / LiAlH₄ / diethyl ether / 2 h / 25 °C

9: 100 percent / N-chlorosuccinimide, Me₂S / CH₂Cl₂ / 1 h / 0 °C

10: 1.) NaH / 1.) THF, 25 deg C, 30 min, 2.) THF, 12 h

11: 96 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 2 h / -78 °C

12: sodium benzenesulfinate / dimethylsulfoxide / 24 h / Ambient temperature

13: 52 percent / dimethylsulfoxide / 48 h / Ambient temperature

14: 99 percent / pyridinium tosylate, H₂O / acetone / 36 h / Heating

With N-chloro-succinimide; copper(l) iodide; lithium aluminium tetrahydride; thionyl chloride; dimethylsulfide; water; sodium benzenesulfonate; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; ozone; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In diethyl ether; dichloromethane; dimethyl sulfoxide; acetone; benzene;
DOI:10.1021/jo00221a027