dl-1-methoxy-6-methyl-6-(pyrrolidinylcarbonyl)-1,4-cyclohexadiene

Base Information

• Chemical Name: dl-1-methoxy-6-methyl-6-(pyrrolidinylcarbonyl)-1,4-cyclohexadiene
• CAS No.: 99583-86-5
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.299
• Mol file: 99583-86-5.mol

Synonyms:dl-1-methoxy-6-methyl-6-(pyrrolidinylcarbonyl)-1,4-cyclohexadiene

Chemical Property of dl-1-methoxy-6-methyl-6-(pyrrolidinylcarbonyl)-1,4-cyclohexadiene

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of dl-1-methoxy-6-methyl-6-(pyrrolidinylcarbonyl)-1,4-cyclohexadiene

There total 1 articles about dl-1-methoxy-6-methyl-6-(pyrrolidinylcarbonyl)-1,4-cyclohexadiene 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:

(2-Methoxy-cyclohexa-2,5-dienyl)-pyrrolidin-1-yl-methanone (144878-70-6) + methyl iodide (74-88-4) → dl-1-methoxy-6-methyl-6-(pyrrolidinylcarbonyl)-1,4-cyclohexadiene (99583-86-5)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) hexane, THF-d8, -78 deg C; 2.) THF-d8, -78 deg C;

DOI:10.1021/ja00231a038

Reference yield: 82.0%

dl-1-methoxy-6-methyl-6-(pyrrolidinylcarbonyl)-1,4-cyclohexadiene (99583-86-5) → ((1R,2R)-2-Methoxy-1-methyl-cyclohexyl)-pyrrolidin-1-yl-methanone

Guidance literature:

With (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate; hydrogen; In dichloromethane; for 4h; under 760 Torr;

DOI:10.1021/jo00350a105

Reference yield:

dl-1-methoxy-6-methyl-6-(pyrrolidinylcarbonyl)-1,4-cyclohexadiene (99583-86-5) → 2-hydroxy-2,4-cyclohexadien-1-one (144878-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / potassium peroxymonosulfat, acetone / various solvent(s)

2: 95 percent / silicagel

With Oxone; silica gel; acetone; In various solvent(s);

DOI:10.1016/S0040-4039(00)60015-1

upstream raw materials:

(2-Methoxy-cyclohexa-2,5-dienyl)-pyrrolidin-1-yl-methanone

methyl iodide

Downstream raw materials:

2-hydroxy-2,4-cyclohexadien-1-one

2-Hydroxy-6-methyl-6-(pyrrolidine-1-carbonyl)-cyclohexa-2,4-dienone

2-Methoxy-6-methyl-6-(pyrrolidine-1-carbonyl)-cyclohexa-2,4-dienone