3-Cyclopentene-1-carboxamide,N-methoxy-N-methyl-(9CI)

Base Information

• Chemical Name: 3-Cyclopentene-1-carboxamide,N-methoxy-N-methyl-(9CI)
• CAS No.: 248275-70-9
• Molecular Formula: C8H13 N O2
• Molecular Weight: 155.19
• Hs Code.: 2924299090
• Mol file: 248275-70-9.mol

Synonyms:N-methoxy-N-methyl-3-cyclopentenecarboxamide;

Chemical Property of 3-Cyclopentene-1-carboxamide,N-methoxy-N-methyl-(9CI)

Chemical Property:

• PSA: 29.54000
• LogP: 0.97240

Purity/Quality:

98%min ^*data from raw suppliers

N-Methoxy-N-methyl-3-cyclopentenecarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Cyclopentene-1-carboxamide,N-methoxy-N-methyl-(9CI)

There total 3 articles about 3-Cyclopentene-1-carboxamide,N-methoxy-N-methyl-(9CI) 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: 96.0%

3-cyclopentene-1-carboxylic acid (7686-77-3) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → cyclopent-3-enecarboxylic acid methoxy-methyl-amide (248275-70-9)

Guidance literature:

3-cyclopentene-1-carboxylic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; for 0.75h;

N,O-dimethylhydroxylamine*hydrochloride; In dichloromethane;

DOI:10.1021/jo0352023

Reference yield:

cyclopent-3-ene-1-carboxylic acid chloride (3744-80-7) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → cyclopent-3-enecarboxylic acid methoxy-methyl-amide (248275-70-9)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; With triethylamine; In dichloromethane; at 20 ℃; for 1h;

cyclopent-3-ene-1-carboxylic acid chloride; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1002/anie.201713329

Reference yield:

3-cyclopentene-1-carboxylic acid (7686-77-3) → cyclopent-3-enecarboxylic acid methoxy-methyl-amide (248275-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 0 - 20 °C

2.1: triethylamine / dichloromethane / 1 h / 20 °C

2.2: 6 h / 20 °C

With oxalyl dichloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/anie.201713329

upstream raw materials:

3-cyclopentene-1-carboxylic acid

N,O-dimethylhydroxylamine*hydrochloride

cyclopent-3-ene-1-carboxylic acid chloride

Downstream raw materials:

cyclopent-3-en-1-yl(phenyl)methanone

N-methoxy-N-methyl-3-phenylcyclopent-3-enecarboxamide

Cyclopent-3-enyl-(2-fluoro-4-iodo-pyridin-3-yl)-methanone

Refernces

• 1、 Trost, Barry M.,Zhu, Chuanle. "Zn-ProPhenol Catalyzed Enantioselective Mannich Reaction of 2 H-Azirines with Alkynyl Ketones". supporting information. p. 9683 - 9687. Retrieved 2020/12/21.
• 2、 Wu, Hua,Wang, Qian,Zhu, Jieping. "Copper-Catalyzed Enantioselective Arylative Desymmetrization of Prochiral Cyclopentenes with Diaryliodonium Salts". . p. 2721 - 2725. Retrieved 2018/02/09.