2,2-dimethyl-1,3-cyclohexanone mono ethylene acetal p-toluenesulfonyl hydrazone

Base Information

• Chemical Name: 2,2-dimethyl-1,3-cyclohexanone mono ethylene acetal p-toluenesulfonyl hydrazone
• CAS No.: 148454-87-9
• Molecular Formula: C₁₇H₂₄N₂O₄S
• Molecular Weight: 352.455
• Mol file: 148454-87-9.mol

Synonyms:2,2-dimethyl-1,3-cyclohexanone mono ethylene acetal p-toluenesulfonyl hydrazone

Chemical Property of 2,2-dimethyl-1,3-cyclohexanone mono ethylene acetal p-toluenesulfonyl hydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-dimethyl-1,3-cyclohexanone mono ethylene acetal p-toluenesulfonyl hydrazone

There total 2 articles about 2,2-dimethyl-1,3-cyclohexanone mono ethylene acetal p-toluenesulfonyl hydrazone 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: 95.0%

toluene-4-sulfonic acid hydrazide (1576-35-8) + ethylene glycole monoacetal of 2,2-dimethylcyclohexane-1,3-dione (14782-52-6) → 2,2-dimethyl-1,3-cyclohexanone mono ethylene acetal p-toluenesulfonyl hydrazone (148454-87-9)

Guidance literature:

In ethanol; Heating;

DOI:10.1021/jo00063a003

Reference yield:

2,2-dimethyl-1,3-cyclohexanedione (562-13-0) → 2,2-dimethyl-1,3-cyclohexanone mono ethylene acetal p-toluenesulfonyl hydrazone (148454-87-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / DL-CSA, (EtO)3CH / CH₂Cl₂ / 72 h / Ambient temperature

2: 87 percent / methanol / 24 h / Ambient temperature

With DL-10-camphorsulfonic acid; orthoformic acid triethyl ester; In methanol; dichloromethane;

DOI:10.1016/S0040-4020(98)00334-2

Reference yield:

2,2-dimethyl-1,3-cyclohexanone mono ethylene acetal p-toluenesulfonyl hydrazone (148454-87-9) → 6,6-Dimethyl-5-oxo-cyclohex-1-enecarbaldehyde (148454-86-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi, TMEDA / 1.) hexane, 2.) -78 to 0 deg C

2: 93 percent / aq. HCl / acetone

With hydrogenchloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In acetone;

DOI:10.1021/jo00063a003

upstream raw materials:

toluene-4-sulfonic acid hydrazide

ethylene glycole monoacetal of 2,2-dimethylcyclohexane-1,3-dione

2,2-dimethyl-1,3-cyclohexanedione

Downstream raw materials:

6,6-Dimethyl-5-oxo-cyclohex-1-enecarbaldehyde