Cyclopropanecarboxamide, N,N-diethyl-2-methylene- (9CI)

Base Information

• Chemical Name: Cyclopropanecarboxamide, N,N-diethyl-2-methylene- (9CI)
• CAS No.: 440084-60-6
• Molecular Formula: C9H15 N O
• Molecular Weight: 153.2215
• Mol file: 440084-60-6.mol

Synonyms:Cyclopropanecarboxamide, N,N-diethyl-2-methylene- (9CI)

Chemical Property of Cyclopropanecarboxamide, N,N-diethyl-2-methylene- (9CI)

Chemical Property:

• PSA: 20.31000
• LogP: 1.43090

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopropanecarboxamide, N,N-diethyl-2-methylene- (9CI)

There total 3 articles about Cyclopropanecarboxamide, N,N-diethyl-2-methylene- (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%

(+/-)-methylenecyclopropanecarboxylic acid (62266-36-8) + diethylamine (109-89-7) → 2-methylene-cyclopropanecarboxylic acid diethylamide (440084-60-6)

Guidance literature:

(+/-)-methylenecyclopropanecarboxylic acid; With triethylamine; isobutyl chloroformate; In tetrahydrofuran; at 0 ℃; for 0.25h;

diethylamine; In tetrahydrofuran; at 20 ℃; for 12h; Further stages.;

DOI:10.1021/ja011110o

Reference yield:

2-bromo-2-methyl-cyclopropanecarboxylic acid ethyl ester (89892-99-9) → 2-methylene-cyclopropanecarboxylic acid diethylamide (440084-60-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 80 percent / NaH / diethyl ether

2.1: 91 percent / K₂CO₃ / methanol; H₂O

3.1: isobutylchloroformate; triethylamine / tetrahydrofuran / 0.25 h / 0 °C

3.2: 96 percent / tetrahydrofuran / 12 h / 20 °C

With sodium hydride; potassium carbonate; triethylamine; isobutyl chloroformate; In tetrahydrofuran; methanol; diethyl ether; water;

DOI:10.1021/ja011110o

Reference yield:

2-methylene-cyclopropanecarboxylic acid ethyl ester (18941-94-1) → 2-methylene-cyclopropanecarboxylic acid diethylamide (440084-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 91 percent / K₂CO₃ / methanol; H₂O

2.1: isobutylchloroformate; triethylamine / tetrahydrofuran / 0.25 h / 0 °C

2.2: 96 percent / tetrahydrofuran / 12 h / 20 °C

With potassium carbonate; triethylamine; isobutyl chloroformate; In tetrahydrofuran; methanol; water;

DOI:10.1021/ja011110o

upstream raw materials:

(+/-)-methylenecyclopropanecarboxylic acid

diethylamine

2-bromo-2-methyl-cyclopropanecarboxylic acid ethyl ester

2-methylene-cyclopropanecarboxylic acid ethyl ester

Downstream raw materials:

(2R,3R)-4-methylene-2-phenyl-1-((S)-toluene-4-sulfinyl)-pyrrolidine-3-carboxylic acid diethylamide

Refernces