N-ethyl-N-(3-methoxyphenyl)acetamide

Base Information

• Chemical Name: N-ethyl-N-(3-methoxyphenyl)acetamide
• CAS No.: 98331-43-2
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.246
• Mol file: 98331-43-2.mol

Synonyms:N-ethyl-N-(3-methoxyphenyl)acetamide

Chemical Property of N-ethyl-N-(3-methoxyphenyl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-ethyl-N-(3-methoxyphenyl)acetamide

There total 2 articles about N-ethyl-N-(3-methoxyphenyl)acetamide 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: 72.0%

3-nitroanisole (555-03-3) + diethylzinc (557-20-0) + acetyl chloride (75-36-5) → N-ethyl-N-(3-methoxyphenyl)acetamide (98331-43-2)

Guidance literature:

3-nitroanisole; diethylzinc; With triethylamine; bis(pinacol)diborane; In hexane; toluene; at 20 ℃; for 12h; Schlenk technique; Inert atmosphere;

acetyl chloride; In hexane; toluene; at 20 ℃; for 4h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201705356

Reference yield:

ethyl iodide (75-03-6) + m-methoxyacetanilide (588-16-9) → N-ethyl-N-(3-methoxyphenyl)acetamide (98331-43-2)

Guidance literature:

With sodium hydride; Multistep reaction; 1.) DMF, 2.) DMF, RT, 2 h;

DOI:10.1021/jm00150a014

Reference yield:

N-ethyl-N-(3-methoxyphenyl)acetamide (98331-43-2) → nedocromil sodium (69049-74-7)

Guidance literature:

Multi-step reaction with 11 steps

1: BBr₃, H₂O / CH₂Cl₂ / 1.5 h / -70 - 20 °C

2: pyridine / toluene / 5 h / Heating

3: AlCl₃, NaCl / 2 h / 160 °C

4: potassium carbonate / dimethylformamide / 5 h

5: various solvent(s) / 4 h / Heating

6: H₂ / PtO₂ / acetic acid / 2206.5 Torr

7: HCl / ethanol / Heating

8: ethanol / 7 h / Heating

9: polyphosphoric acid / Heating

10: 1.) sodium hydride, 2.) HCl / 1.) DMF, RT, 24 h, 2.) reflux, 1 h

11: 0.1 M NaOH / methanol / 0.25 h / Heating

With pyridine; hydrogenchloride; sodium hydroxide; aluminium trichloride; PPA; water; hydrogen; boron tribromide; sodium hydride; potassium carbonate; sodium chloride; platinum(IV) oxide; In methanol; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00150a014

upstream raw materials:

ethyl iodide

m-methoxyacetanilide

3-nitroanisole

diethylzinc

Downstream raw materials:

3-(N-acetyl-N-ethylamino)phenol

nedocromil sodium

3-(N-ethylacetamido)phenyl acetate

4-N-Ethylamino-3-propyl-2-hydroxyacetophenone

Refernces

• 1、 Cairns, Hugh,Cox, David,Gould, Ken J.,Ingall, Anthony H.,Suschitzky, John L.. "New Antiallergic Pyranoquinoline-2,8-dicarboxylic Acids with Potential for the Topical Treatment of Asthma". . p. 1832 - 1842. Retrieved 2007/10/02.