1-Benzyl-pyrrolidine-2-carbaldehyde

Base Information

• Chemical Name: 1-Benzyl-pyrrolidine-2-carbaldehyde
• CAS No.: 1353986-84-1
• Molecular Formula: C₁₂H₁₅NO
• Molecular Weight: 189.257
• Mol file: 1353986-84-1.mol

Synonyms:

Chemical Property of 1-Benzyl-pyrrolidine-2-carbaldehyde

Chemical Property:

Purity/Quality:

1-Benzylpyrrolidine-2-carbaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Benzyl-pyrrolidine-2-carbaldehyde

There total 24 articles about 1-Benzyl-pyrrolidine-2-carbaldehyde 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%

(S)-N-benzylprolinol (53912-80-4) → (2S)-1-benzylpirrolidine-2-carbaldehyde (176240-12-3,1353986-84-1)

Guidance literature:

(S)-N-benzylprolinol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 ℃; for 3h;

DOI:10.1002/ejoc.201402720

Reference yield: 68.0%

(S)-N-benzylprolinol (53912-80-4) → (2R)-1-Benzylpyrrolidine-2-carbaldehyde (1353986-84-1)

Guidance literature:

(S)-N-benzylprolinol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -40 ℃;

With triethylamine; In dichloromethane; at -40 ℃; for 0.5h;

DOI:10.1021/ja303320x

Reference yield: 65.0%

C14H20N2O → 1-benzylpyrrolidine-2-carboxaldehyde (1353986-84-1)

Guidance literature:

With sodium hydride; sodium iodide; In tetrahydrofuran; at 40 ℃; chemoselective reaction;

DOI:10.1002/hlca.201800049

upstream raw materials:

(S)-N-benzylprolinol

N-benzyl-(S)-proline methyl ester

benzyl chloride

L-proline

Downstream raw materials:

2S-(N-benzyl)-2-(E-methoxycarbonylethenyl)pyrrolidine

(S)-N-benzylprolinol

(2R,3R)-1-benzyl-3-chloro-2-phenylpiperidine

(S)-N-benzyl-2(Z)-(1'-propenyl)pyrrolidine

Refernces

• 1、 Iwabuchi, Yoshiharu,Nagasawa, Shota,Sasaki, Ryota,Sasano, Yusuke,Yamaichi, Aoto. "Expansion of substrate scope for nitroxyl radical/copper-catalyzed aerobic oxidation of primary alcohols: A guideline for catalyst selection". . p. 488 - 497. Retrieved 2021/05/27.
• 2、 Chan, Guo Hao,Ong, Derek Yiren,Yen, Zhihao,Chiba, Shunsuke. "Reduction of N,N-Dimethylcarboxamides to Aldehydes by Sodium Hydride–Iodide Composite". . . Retrieved 2018/05/14.