2-(4-Chloro-phenyl)-2-hydroxy-1-(2-phenyl-pyrrolidin-1-yl)-ethanone

Base Information

• Chemical Name: 2-(4-Chloro-phenyl)-2-hydroxy-1-(2-phenyl-pyrrolidin-1-yl)-ethanone
• CAS No.: 90390-83-3
• Molecular Formula: C₁₈H₁₈ClNO₂
• Molecular Weight: 315.799
• Mol file: 90390-83-3.mol

Synonyms:

Chemical Property of 2-(4-Chloro-phenyl)-2-hydroxy-1-(2-phenyl-pyrrolidin-1-yl)-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-Chloro-phenyl)-2-hydroxy-1-(2-phenyl-pyrrolidin-1-yl)-ethanone

There total 1 articles about 2-(4-Chloro-phenyl)-2-hydroxy-1-(2-phenyl-pyrrolidin-1-yl)-ethanone 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: 90.0%

2-(phenyl)pyrrolidine (1006-64-0) + p-chloromandelic acid (7138-34-3,32189-36-9,76496-63-4,492-86-4) → 2-(4-Chloro-phenyl)-2-hydroxy-1-(2-phenyl-pyrrolidin-1-yl)-ethanone (90390-83-3,90412-51-4)

Guidance literature:

In xylene; Heating;

DOI:10.1021/jm00374a001

Reference yield:

2-(4-Chloro-phenyl)-2-hydroxy-1-(2-phenyl-pyrrolidin-1-yl)-ethanone (90390-83-3,90412-51-4) → (6S,10bR)-6-(4-Chloro-phenyl)-2,3,6,10b-tetrahydro-1H-pyrrolo[2,1-a]isoquinolin-5-one (90390-89-9) + (6S,10bS)-6-(4-Chloro-phenyl)-2,3,6,10b-tetrahydro-1H-pyrrolo[2,1-a]isoquinolin-5-one (90390-88-8)

Guidance literature:

With PPA; Polyphosphoric acid (PPA); at 100 ℃; Yield given. Yields of byproduct given;

DOI:10.1021/jm00374a001

Reference yield:

2-(4-Chloro-phenyl)-2-hydroxy-1-(2-phenyl-pyrrolidin-1-yl)-ethanone (90390-83-3,90412-51-4) → (S)-6-(4-Chloro-phenyl)-2,3,6,10b-tetrahydro-1H-pyrrolo[2,1-a]isoquinolin-5-one

Guidance literature:

With PPA; for 1h; Heating;

DOI:10.1021/jm00391a028

upstream raw materials:

2-(phenyl)pyrrolidine

p-chloromandelic acid

Downstream raw materials:

(6S,10bR)-6-(4-Chloro-phenyl)-2,3,6,10b-tetrahydro-1H-pyrrolo[2,1-a]isoquinolin-5-one

(6S,10bS)-6-(4-Chloro-phenyl)-2,3,6,10b-tetrahydro-1H-pyrrolo[2,1-a]isoquinolin-5-one

(6R,10bS)-6-(4-Chloro-phenyl)-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline

(6R,10bR)-6-(4-Chloro-phenyl)-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline

Refernces

• 1、 Maryanoff,McComsey,Castanzo,Setler,Gardocki,Shank,Schneider. "Pyrroloisoquinoline antidepressants. Potent, enantioselective inhibition of tetrabenazine-induced Ptosis and neuronal uptake of norepinephrine, dopamine, and serotonin". . p. 943 - 946. Retrieved 2007/10/02.