N-(3,4-dimethoxybenzilidene)-3,3-ethylenedioxybutylamine

Base Information

• Chemical Name: N-(3,4-dimethoxybenzilidene)-3,3-ethylenedioxybutylamine
• CAS No.: 113807-39-9
• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.336
• Mol file: 113807-39-9.mol

Synonyms:N-(3,4-dimethoxybenzilidene)-3,3-ethylenedioxybutylamine

Chemical Property of N-(3,4-dimethoxybenzilidene)-3,3-ethylenedioxybutylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3,4-dimethoxybenzilidene)-3,3-ethylenedioxybutylamine

There total 1 articles about N-(3,4-dimethoxybenzilidene)-3,3-ethylenedioxybutylamine 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: 98.0%

2-(2-methyl-1,3-dioxolane-2-yl)ethan-1-amine (62240-37-3) + 3,4-dimethoxy-benzaldehyde (120-14-9) → N-(3,4-dimethoxybenzilidene)-3,3-ethylenedioxybutylamine (113807-39-9)

Guidance literature:

In benzene; 0 deg C for 30 min, room temperature overnight then reflux for 20 h;

DOI:10.1016/S0040-4020(01)86842-3

Reference yield: 93.0%

N-(3,4-dimethoxybenzilidene)-3,3-ethylenedioxybutylamine (113807-39-9) → 2-(3,4-dimethoxyphenyl)-4-piperidone ethylene acetal (113807-43-5)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 1h; Heating;

DOI:10.1016/S0040-4020(01)86842-3

Reference yield:

N-(3,4-dimethoxybenzilidene)-3,3-ethylenedioxybutylamine (113807-39-9) → 2-(3,4-dimethoxyphenyl)-4,4-ethylenedioxy-1-piperidineacetaldehyde (113807-51-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / p-toluenesulfonic acid / benzene / 1 h / Heating

2: 71 percent / sodium carbonate / ethanol / 15 h / Heating

3: 1.) dimethyl sulfoxide, oxalyl chloride 2.) triethyl amine / 1.) methylene chloride, 3 h, -60 deg C 2.) methylene chloride, water, room temperature, 30 min

With oxalyl dichloride; sodium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In ethanol; benzene;

DOI:10.1016/S0040-4020(01)86842-3

upstream raw materials:

2-(2-methyl-1,3-dioxolane-2-yl)ethan-1-amine

3,4-dimethoxy-benzaldehyde

Downstream raw materials:

2-(3,4-dimethoxyphenyl)-4-piperidone ethylene acetal

9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizin-2-one

2-(3,4-dimethoxyphenyl)-4,4-ethylenedioxy-1-piperidineacetaldehyde

2-(3,4-dimethoxyphenyl)-1-(methoxycarbonylmethyl)-4-piperidone ethylene acetal