1-[2-(4-nitrophenoxy)ethyl]pyrrolidine

Base Information

• Chemical Name: 1-[2-(4-nitrophenoxy)ethyl]pyrrolidine
• CAS No.: 85002-96-6
• Molecular Formula: C12H16N2O3
• Molecular Weight: 272.732
• Mol file: 85002-96-6.mol

Synonyms:4-(2-(pyrrolidin-1-yl)ethoxy)benzenamine

Chemical Property of 1-[2-(4-nitrophenoxy)ethyl]pyrrolidine

Chemical Property:

• Vapor Pressure: 5.93E-06mmHg at 25°C
• Refractive Index: 1.562
• Boiling Point: 379.3°Cat760mmHg
• Flash Point: 183.2°C
• Density: 1.195g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-[2-(4-nitrophenoxy)ethyl]pyrrolidine

There total 2 articles about 1-[2-(4-nitrophenoxy)ethyl]pyrrolidine 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: 83.0%

potassium 4-nitrophenolate (1124-31-8) + 1-(2-chloroethyl)pyrrolidine hydrochloride (7250-67-1) → 1-(2-(4-nitrophenoxy)ethyl)pyrrolidine hydrochloride (85002-96-6)

Guidance literature:

1-(2-chloroethyl)pyrrolidine hydrochloride; With potassium hydroxide; In water;

potassium 4-nitrophenolate; In toluene; Reflux;

With hydrogenchloride; In ethyl acetate; at 0 ℃;

DOI:10.1016/j.bmc.2010.11.005

Reference yield: 53.3%

1-pyrrolidineethanol (2955-88-6) + 4-chlorobenzonitrile (100-00-5) → 1-(2-(4-nitrophenoxy)ethyl)pyrrolidine hydrochloride (85002-96-6)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; at 70 ℃; for 0.5h;

DOI:10.1248/cpb.30.3580

Reference yield: 94.0%

1-(2-(4-nitrophenoxy)ethyl)pyrrolidine hydrochloride (85002-96-6) → 4-(2-(pyrrolidin-1-yl)ethoxy)benzenamine hydrochloride

Guidance literature:

With 10% palladium on activated carbon; hydrogen; In ethyl acetate; for 2h; under 1810.07 Torr;

DOI:10.1016/j.bmc.2010.11.005

upstream raw materials:

1-pyrrolidineethanol

4-chlorobenzonitrile

potassium 4-nitrophenolate

1-(2-chloroethyl)pyrrolidine hydrochloride

Downstream raw materials:

4-(2-pyrrolidinoethoxy)aniline

2-Chloro-3-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-propionic acid methyl ester

5-[4-(2-Pyrrolidin-1-yl-ethoxy)-benzyl]-thiazolidine-2,4-dione; hydrochloride

Refernces

• 1、 Sohda,Mizuno,Imamiya,Sugiyama,Fujita,Kawamatsu. "Studies on antidiabetic agents. II. Synthesis of 5-[4-(1-methylcyclohexylmethoxy)-benzyl]thiazolidine-2,4-dione (ADD-3878) and its derivatives". . p. 3580 - 3600. Retrieved 2007/10/02.