5-(3-CHLOROPHENYL)-3,4-DIHYDRO-2H-PYRROLE

Base Information

• Chemical Name: 5-(3-CHLOROPHENYL)-3,4-DIHYDRO-2H-PYRROLE
• CAS No.: 374588-99-5
• Molecular Formula: C₁₀H₁₀ClN
• Molecular Weight: 179.649
• Hs Code.: 2933990090
• Mol file: 374588-99-5.mol

Synonyms:5-(3-CHLOROPHENYL)-3,4-DIHYDRO-2H-PYRROLE

Chemical Property of 5-(3-CHLOROPHENYL)-3,4-DIHYDRO-2H-PYRROLE

Chemical Property:

• PSA: 12.36000
• LogP: 2.35850

Purity/Quality:

97% ^*data from raw suppliers

5-(3-Chlorophenyl)-3,4-dihydro-2H-pyrrole 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(3-CHLOROPHENYL)-3,4-DIHYDRO-2H-PYRROLE

There total 9 articles about 5-(3-CHLOROPHENYL)-3,4-DIHYDRO-2H-PYRROLE 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: 91.0%

1-(3-chlorophenyl)cyclobutane-1-carboxamide (29786-46-7) → 5-(3-chlorophenyl)-3,4-dihydro-2H-pyrrole (374588-99-5)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In water; acetonitrile; at 20 ℃; for 12h;

DOI:10.1002/adsc.201501071

Reference yield: 58.0%

1-(3-chlorophenyl)cyclobutanol → 5-(3-chlorophenyl)-3,4-dihydro-2H-pyrrole (374588-99-5)

Guidance literature:

With ferric(III) bromide; O-(methylsulfonyl)hydroxylammonium trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 6h;

DOI:10.1021/acs.orglett.1c04304

Reference yield: 53.0%

tert-butyl [4-(3-chlorophenyl)-4-oxobutyl]carbamate → 5-(3-chlorophenyl)-3,4-dihydro-2H-pyrrole (374588-99-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 1h;

upstream raw materials:

2-pyrrolidinon

(3-chlorophenyl)magnesium bromide

N-trimethylsilyl-pyrrolidin-2-one

1-(3-chlorophenyl)cyclobutane-1-carboxamide

Downstream raw materials:

(2R)-2-(3-chlorophenyl)pyrrolidine

(S)-2-(3-chlorophenyl)pyrrolidine

Refernces

• 1、 He, Guangchao,Peng, Kewen,Song, Qiao,Wang, Junwei,Xu, Anhua,Xu, Yungen,Zhu, Qihua. "Design, synthesis and biological evaluation of N-hydroxy-aminobenzyloxyarylamide analogues as novel selective κ opioid receptor antagonists". . . Retrieved 2020/05/19.
• 2、 Huang, He,Yang, Qinghua,Zhang, Qianqian,Wu, Jie,Liu, Yizhen,Song, Chuanjun,Chang, Junbiao. "A Hofmann Rearrangement-Ring Expansion Cascade for the Synthesis of 1-Pyrrolines: Application to the Synthesis of 2,3-Dihydro-1H-pyrrolo[2,1-a]isoquinolinium Salts". . p. 1130 - 1135. Retrieved 2016/04/19.