(2-HYDROXYMETHYL-PYRROLIDIN-1-YL)-PHENYL-METHANONE

Base Information

• Chemical Name: (2-HYDROXYMETHYL-PYRROLIDIN-1-YL)-PHENYL-METHANONE
• CAS No.: 72351-42-9
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• Mol file: 72351-42-9.mol

Synonyms:1-benzoyl-2-hydroxymethylpyrrolidine;(1-benzoyl-2-pyrrolidinyl)methanol;N-benzoylprolinol;N-benzoyl-5-hydroxymethylpyrrolidine;

Chemical Property of (2-HYDROXYMETHYL-PYRROLIDIN-1-YL)-PHENYL-METHANONE

Chemical Property:

• PSA: 40.54000
• LogP: 1.22140

Purity/Quality:

99% ^*data from raw suppliers

(1-Benzoylpyrrolidin-2-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2-HYDROXYMETHYL-PYRROLIDIN-1-YL)-PHENYL-METHANONE

There total 7 articles about (2-HYDROXYMETHYL-PYRROLIDIN-1-YL)-PHENYL-METHANONE 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: 98.0%

benzoyl chloride (98-88-4) + 2-hydroxymethylpyrrolidine (498-63-5) → [2-(hydroxymethyl)-1-pyrrolidinyl](phenyl)methanone (72351-42-9)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; at 0 - 26 ℃; for 19h;

DOI:10.1002/ejoc.200600720

Reference yield: 91.0%

methyl 1-benzoylpyrrolidine-2-carboxylate (114051-14-8) → [2-(hydroxymethyl)-1-pyrrolidinyl](phenyl)methanone (72351-42-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 12h;

DOI:10.1021/ol503430t

Reference yield: 82.0%

benzoic acid (65-85-0,8013-63-6) + 2-hydroxymethylpyrrolidine (498-63-5) → [2-(hydroxymethyl)-1-pyrrolidinyl](phenyl)methanone (72351-42-9)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1021/jacs.8b10918

upstream raw materials:

N-(o-iodobenzoyl)prolinol

ethyl acrylate

methyl 1-benzoylpyrrolidine-2-carboxylate

benzoyl chloride

Downstream raw materials:

[2-(4-Nitro-phenoxymethyl)-pyrrolidin-1-yl]-phenyl-methanone

(2-hydroxypyrrolidin-1-yl) (phenyl)methanone

N-benzoyl-(2R)-methoxycarbonylpyrrolidine

N-benzoyl-L-proline methyl ester

Refernces

• 1、 Verbraeken, Bart,Hullaert, Jan,Van Guyse, Joachim,Van Hecke, Kristof,Winne, Johan,Hoogenboom, Richard. "The Elusive Seven-Membered Cyclic Imino Ether Tetrahydrooxazepine". supporting information. p. 17404 - 17408. Retrieved 2019/01/04.
• 2、 Boto, Alicia,Hernandez, Dacil,Hernandez, Rosendo,Montoya, Adriana,Suarez, Ernesto. "Synthesis of alkaloid analogues from β-amino alcohols by β-fragmentation of primary alkoxyl radicals". . p. 325 - 334. Retrieved 2007/10/03.