2-<<2-(chloromethyl)-1,3-dimethyl-2-cyclohexen-1-yl>methyl>-1,3-dioxolane

Base Information

• Chemical Name: 2-<<2-(chloromethyl)-1,3-dimethyl-2-cyclohexen-1-yl>methyl>-1,3-dioxolane
• CAS No.: 98127-12-9
• Molecular Formula: C₁₃H₂₁ClO₂
• Molecular Weight: 244.762
• Mol file: 98127-12-9.mol

Synonyms:2-<<2-(chloromethyl)-1,3-dimethyl-2-cyclohexen-1-yl>methyl>-1,3-dioxolane

Chemical Property of 2-<<2-(chloromethyl)-1,3-dimethyl-2-cyclohexen-1-yl>methyl>-1,3-dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<<2-(chloromethyl)-1,3-dimethyl-2-cyclohexen-1-yl>methyl>-1,3-dioxolane

There total 9 articles about 2-<<2-(chloromethyl)-1,3-dimethyl-2-cyclohexen-1-yl>methyl>-1,3-dioxolane 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: 100.0%

2-<<2-(hydroxymethyl)-1,3-dimethyl-2-cyclohexen-1-yl>methyl>-1,3-dioxolane (98127-10-7) → 2-<<2-(chloromethyl)-1,3-dimethyl-2-cyclohexen-1-yl>methyl>-1,3-dioxolane (98127-12-9)

Guidance literature:

With N-chloro-succinimide; dimethylsulfide; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jo00221a027

Reference yield:

3,4-dihydro-6-methyl-2H-pyran-2-one (3740-59-8) → 2-<<2-(chloromethyl)-1,3-dimethyl-2-cyclohexen-1-yl>methyl>-1,3-dioxolane (98127-12-9)

Guidance literature:

Multi-step reaction with 8 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

With N-chloro-succinimide; copper(l) iodide; lithium aluminium tetrahydride; dimethylsulfide; sodium hydride; toluene-4-sulfonic acid; ozone; lithium diisopropyl amide; In diethyl ether; dichloromethane; benzene;

DOI:10.1021/jo00221a027

Reference yield:

5-ketohexanoic acid (3128-06-1) → 2-<<2-(chloromethyl)-1,3-dimethyl-2-cyclohexen-1-yl>methyl>-1,3-dioxolane (98127-12-9)

Guidance literature:

Multi-step reaction with 9 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

With N-chloro-succinimide; copper(l) iodide; lithium aluminium tetrahydride; thionyl chloride; dimethylsulfide; sodium hydride; toluene-4-sulfonic acid; ozone; lithium diisopropyl amide; In diethyl ether; dichloromethane; benzene;

DOI:10.1021/jo00221a027

upstream raw materials:

2-<<2-(hydroxymethyl)-1,3-dimethyl-2-cyclohexen-1-yl>methyl>-1,3-dioxolane

3,4-dihydro-6-methyl-2H-pyran-2-one

5-ketohexanoic acid

methyl 3-methyl-1-oxo-2-cyclohexene-2-carboxylate

Downstream raw materials:

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

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

2-<2-<1,3-dimethyl-2-<(phenylthio)methyl>-2-cyclohexen-1-yl>>acetaldehyde

{2,6-Dimethyl-6-[2-(5-oxo-cyclopent-1-enyl)-ethyl]-cyclohex-1-enyl}-acetonitrile