N,N-dimethyl-2-(ethoxycarbonyl)-3-methoxybenzylamine

Base Information

• Chemical Name: N,N-dimethyl-2-(ethoxycarbonyl)-3-methoxybenzylamine
• CAS No.: 81625-29-8
• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.299
• Mol file: 81625-29-8.mol

Synonyms:N,N-dimethyl-2-(ethoxycarbonyl)-3-methoxybenzylamine

Chemical Property of N,N-dimethyl-2-(ethoxycarbonyl)-3-methoxybenzylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N,N-dimethyl-2-(ethoxycarbonyl)-3-methoxybenzylamine

There total 1 articles about N,N-dimethyl-2-(ethoxycarbonyl)-3-methoxybenzylamine 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:

N,N-dimethyl-3-methoxybenzylamine (15184-99-3) + chloroformic acid ethyl ester (541-41-3) → N,N-dimethyl-2-(ethoxycarbonyl)-3-methoxybenzylamine (81625-29-8)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, 0 deg C, 1 h, 2.) from -78 deg C to RT;

DOI:10.1021/jo00134a025

Reference yield: 94.0%

N,N-dimethyl-2-(ethoxycarbonyl)-3-methoxybenzylamine (81625-29-8) → 2-(ethoxycarbonyl)-3-methoxybenzyl chloride (81625-30-1)

Guidance literature:

With chloroformic acid ethyl ester; In chloroform; at 0 ℃; for 0.25h;

DOI:10.1021/jo00134a025

Reference yield:

N,N-dimethyl-2-(ethoxycarbonyl)-3-methoxybenzylamine (81625-29-8) → 2-(2-Amino-ethyl)-6-methoxy-benzoic acid ethyl ester (81625-32-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / ethyl chloroformate / CHCl₃ / 0.25 h / 0 °C

2: 88 percent / dimethylformamide / 4 h

3: concd H₂SO₄, H₂ / PtO₂ / ethanol / 12 h / 2585.7 Torr

With sulfuric acid; hydrogen; chloroformic acid ethyl ester; platinum(IV) oxide; In ethanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jo00134a025

upstream raw materials:

N,N-dimethyl-3-methoxybenzylamine

chloroformic acid ethyl ester

Downstream raw materials:

2-(ethoxycarbonyl)-3-methoxybenzyl chloride

8-methoxyisoquinoline

8-methoxy-1,2,3,4-tetrahydroisoquinoline

2-(ethoxycarbonyl)-3-methoxyphenylacetonitrile

Refernces