ethyl 2-(benzyl(ethyl)amino)acetate

Base Information

• Chemical Name: ethyl 2-(benzyl(ethyl)amino)acetate
• CAS No.: 100618-39-1
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.299
• Mol file: 100618-39-1.mol

Synonyms:ethyl 2-(benzyl(ethyl)amino)acetate

Chemical Property of ethyl 2-(benzyl(ethyl)amino)acetate

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of ethyl 2-(benzyl(ethyl)amino)acetate

There total 5 articles about ethyl 2-(benzyl(ethyl)amino)acetate 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: 86.0%

ethyl 2-(benzylamino)acetate (6436-90-4) + acetic acid (64-19-7,77671-22-8) → ethyl 2-(benzyl(ethyl)amino)acetate (100618-39-1)

Guidance literature:

With platinum⁽⁰⁾-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex; phenylsilane; 1,2-bis-(diphenylphosphino)ethane; In dibutyl ether; at 60 ℃; for 18h; Schlenk technique; Inert atmosphere;

DOI:10.1021/ja5093612

Reference yield: 85.0%

ethyl N-acetyl-N-benzylaminoacetate (6436-91-5) → ethyl 2-(benzyl(ethyl)amino)acetate (100618-39-1)

Guidance literature:

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 1,3-bis-(diphenylphosphino)propane; phenylsilane; In tetrahydrofuran; at 20 - 45 ℃; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201503584

Reference yield:

ethyl 2-(benzylamino)acetate (6436-90-4) → ethyl 2-(benzyl(ethyl)amino)acetate (100618-39-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 20 °C / Inert atmosphere; Schlenk technique

2: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 1,3-bis-(diphenylphosphino)propane; phenylsilane / tetrahydrofuran / 20 - 45 °C / Inert atmosphere; Schlenk technique

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 1,3-bis-(diphenylphosphino)propane; phenylsilane; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201503584

upstream raw materials:

N-ethylbenzylamine

chloroacetic acid ethyl ester

ethyl bromoacetate

ethyl N-acetyl-N-benzylaminoacetate

Refernces

• 1、 Sorribes, Iván,Junge, Kathrin,Beller, Matthias. "Direct catalytic N-alkylation of amines with carboxylic acids". . p. 14314 - 14319. Retrieved 2014/12/10.
• 2、 Venugopal, V. K.,Rao, Nagabhushan,Rahman, M. F.,Bhalerao, U. T.. "A Study of Electronic Effects Involving Electron Deficient Nitrogen : Part IV - Schmidt & Beckmann Rearrangements of Isoquinolinones & Isothiachromanone". . p. 156 - 157. Retrieved 2007/10/02.