6-[1-Butylsulfanyl-meth-(Z)-ylidene]-2,2-dimethyl-cyclohexanol

Base Information

• Chemical Name: 6-[1-Butylsulfanyl-meth-(Z)-ylidene]-2,2-dimethyl-cyclohexanol
• CAS No.: 178616-56-3
• Molecular Formula: C₁₃H₂₄OS
• Molecular Weight: 228.399
• Mol file: 178616-56-3.mol

Synonyms:

Chemical Property of 6-[1-Butylsulfanyl-meth-(Z)-ylidene]-2,2-dimethyl-cyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[1-Butylsulfanyl-meth-(Z)-ylidene]-2,2-dimethyl-cyclohexanol

There total 1 articles about 6-[1-Butylsulfanyl-meth-(Z)-ylidene]-2,2-dimethyl-cyclohexanol 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:

6-(butylsulfanyl-methylene)-2,2-dimethyl-cyclohexanone (67218-06-8) → 6-[1-Butylsulfanyl-meth-(Z)-ylidene]-2,2-dimethyl-cyclohexanol (178616-56-3)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; ethanol; at 0 ℃; for 1.5h; Yield given;

Reference yield:

6-[1-Butylsulfanyl-meth-(Z)-ylidene]-2,2-dimethyl-cyclohexanol (178616-56-3) → (2R*S*,1'R*)-Methyl 2-<2-(6-methylene-2,2-dimethylcyclohexyl)ethyl>-3-oxobutanoate (178616-60-9)

Guidance literature:

Multi-step reaction with 7 steps

1: CdCO₃, HgCl₂ / ethanol / 0.05 h / Heating

2: LiAlH₄ / diethyl ether / 1.) 0 deg C, 20 min, 2.) room temp., 0.5 h

3: 80 percent / propanoic acid / 1 h / 140 - 150 °C

4: 94 percent / LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

5: pyridine / 12 h / 0 - 4 °C

6: NaI / acetone / 4 h / Heating

7: 1.) K₂CO₃, 2.) p-TsOH / 1.) acetone, DMF, 70 deg C, 21 h, 2.) MeOH, 55 deg C, 30 min

With pyridine; lithium aluminium tetrahydride; cadmium(II) carbonate; potassium carbonate; toluene-4-sulfonic acid; propionic acid; sodium iodide; mercury dichloride; In diethyl ether; ethanol; acetone;

Reference yield:

6-[1-Butylsulfanyl-meth-(Z)-ylidene]-2,2-dimethyl-cyclohexanol (178616-56-3) → 2-[2-(2-Hydroxy-2,6,6-trimethyl-cyclohexyl)-ethyl]-butane-1,3-diol (178616-50-7)

Guidance literature:

Multi-step reaction with 9 steps

1: CdCO₃, HgCl₂ / ethanol / 0.05 h / Heating

2: LiAlH₄ / diethyl ether / 1.) 0 deg C, 20 min, 2.) room temp., 0.5 h

3: 80 percent / propanoic acid / 1 h / 140 - 150 °C

4: 94 percent / LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

5: pyridine / 12 h / 0 - 4 °C

6: NaI / acetone / 4 h / Heating

7: 1.) K₂CO₃, 2.) p-TsOH / 1.) acetone, DMF, 70 deg C, 21 h, 2.) MeOH, 55 deg C, 30 min

8: 78 percent / 80percent m-chloroperoxybenzoic acid / CH₂Cl₂ / 4 h / Ambient temperature

9: LiAlH₄ / diethyl ether / 2 h / Heating

With pyridine; lithium aluminium tetrahydride; cadmium(II) carbonate; potassium carbonate; toluene-4-sulfonic acid; propionic acid; 3-chloro-benzenecarboperoxoic acid; sodium iodide; mercury dichloride; In diethyl ether; ethanol; dichloromethane; acetone;

upstream raw materials:

6-(butylsulfanyl-methylene)-2,2-dimethyl-cyclohexanone

Downstream raw materials:

3,3-Dimethylcyclohex-1-ene-1-carbaldehyde

1-hydroxymethyl-3,3-dimethyl-cyclohex-1-ene

2-(2'-Methylene-6',6'-dimethylcyclohexyl)ethanol

1-<2'-(p-Toluenesulfonyl)ethyl>-2-methylene-6,6-dimethylcyclohexane

Refernces