2-[bis(4-trifluoromethylphenyl)hydroxymethyl]pyrrolidine-1-carboxylic acid ethyl ester

Base Information

• Chemical Name: 2-[bis(4-trifluoromethylphenyl)hydroxymethyl]pyrrolidine-1-carboxylic acid ethyl ester
• CAS No.: 1187560-75-3
• Molecular Formula: C₂₂H₂₁F₆NO₃
• Molecular Weight: 461.404
• Mol file: 1187560-75-3.mol

Synonyms:2-[bis(4-trifluoromethylphenyl)hydroxymethyl]pyrrolidine-1-carboxylic acid ethyl ester

Chemical Property of 2-[bis(4-trifluoromethylphenyl)hydroxymethyl]pyrrolidine-1-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[bis(4-trifluoromethylphenyl)hydroxymethyl]pyrrolidine-1-carboxylic acid ethyl ester

There total 3 articles about 2-[bis(4-trifluoromethylphenyl)hydroxymethyl]pyrrolidine-1-carboxylic acid ethyl ester 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: 92.0%

p-trifluoromethylphenyl bromide (402-43-7) + (S)-N-(ethoxycarbonyl)proline (5700-74-3) → 2-[bis(4-trifluoromethylphenyl)hydroxymethyl]pyrrolidine-1-carboxylic acid ethyl ester (1187560-75-3)

Guidance literature:

p-trifluoromethylphenyl bromide; With iodine; magnesium; In diethyl ether; for 2.5h; Inert atmosphere; Reflux;

(S)-N-(ethoxycarbonyl)proline; In diethyl ether; at 0 ℃; Inert atmosphere;

DOI:10.1039/b908967e

Reference yield: 15.0%

p-trifluoromethylphenyl bromide (402-43-7) + (S)-proline-N-ethyl carbamate methyl ester (77581-28-3,93423-88-2) → 2-[bis(4-trifluoromethylphenyl)hydroxymethyl]pyrrolidine-1-carboxylic acid ethyl ester (1187560-75-3)

Guidance literature:

p-trifluoromethylphenyl bromide; With magnesium; In tetrahydrofuran; for 1h; Reflux;

(S)-proline-N-ethyl carbamate methyl ester; In tetrahydrofuran; at 0 - 20 ℃; for 5h;

DOI:10.1002/chem.201602052

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → 2-[bis(4-trifluoromethylphenyl)hydroxymethyl]pyrrolidine-1-carboxylic acid ethyl ester (1187560-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / methanol / 12 h / 0 - 20 °C

2.1: magnesium / tetrahydrofuran / 1 h / Reflux

2.2: 5 h / 0 - 20 °C

With potassium carbonate; magnesium; In tetrahydrofuran; methanol;

DOI:10.1002/chem.201602052

upstream raw materials:

p-trifluoromethylphenyl bromide

(S)-N-(ethoxycarbonyl)proline

L-proline

(S)-proline-N-ethyl carbamate methyl ester

Downstream raw materials:

(S)-α,α-Bis(4-(trifluoromethyl)phenyl)-2-pyrrolidinemethanol