N-benzyl-3-chloro-N-(2-hydroxypropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide

Base Information

• Chemical Name: N-benzyl-3-chloro-N-(2-hydroxypropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide
• CAS No.: 1135490-84-4
• Molecular Formula: C₁₉H₂₀ClNO₂
• Molecular Weight: 329.826
• Mol file: 1135490-84-4.mol

Synonyms:N-benzyl-3-chloro-N-(2-hydroxypropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide

Chemical Property of N-benzyl-3-chloro-N-(2-hydroxypropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyl-3-chloro-N-(2-hydroxypropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide

There total 6 articles about N-benzyl-3-chloro-N-(2-hydroxypropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide 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-benzylaminopropan-2-ol (27159-32-6) + 2-chlorobicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid (135634-40-1) → N-benzyl-3-chloro-N-(2-hydroxypropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide (1135490-84-4)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In dichloromethane; ethyl acetate; at 20 ℃; for 2h;

Reference yield:

2-cyano 3-(2,6-dichlorophenyl)propenoic acid (103447-22-9) → N-benzyl-3-chloro-N-(2-hydroxypropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide (1135490-84-4)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium tetrahydroborate; sodium hydrogencarbonate / methanol; water / 0.5 h / 20 °C

2: 2,4-dichlorophenoxyacetic acid dimethylamine / 2 h / 150 °C

3: ammonia; sodium amide / tetrahydrofuran / 3 h / -55 - 35 °C

4: water; potassium hydroxide / ethanol / 2.5 h / Reflux

5: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane / 2 h / 20 °C

With sodium tetrahydroborate; ammonia; water; sodium hydrogencarbonate; sodium amide; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; 2,4-dichlorophenoxyacetic acid dimethylamine;

DOI:10.1016/j.tetlet.2011.03.055

Reference yield:

3-chloro-1,2-dihydrocyclobutabenzene-1-carbonitrile (103447-24-1) → N-benzyl-3-chloro-N-(2-hydroxypropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide (1135490-84-4)

Guidance literature:

Multi-step reaction with 2 steps

1: water; potassium hydroxide / ethanol / 2.5 h / Reflux

2: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane / 2 h / 20 °C

With water; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; potassium hydroxide; In ethanol; dichloromethane;

DOI:10.1016/j.tetlet.2011.03.055

upstream raw materials:

3-benzylaminopropan-2-ol

2-chlorobicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid

3-chloro-1,2-dihydrocyclobutabenzene-1-carbonitrile

2-cyano 3-(2,6-dichlorophenyl)propenoic acid

Downstream raw materials:

N-benzyl-3-chloro-N-(2-oxopropyl)-1,2-dihydrocyclobutabenzene-1-carboxamide