(E)-ethyl 2-(3-(2-methylquinolin-6-yl)acrylamido)cyclohex-1-enecarboxylate

Base Information

• Chemical Name: (E)-ethyl 2-(3-(2-methylquinolin-6-yl)acrylamido)cyclohex-1-enecarboxylate
• CAS No.: 1616119-33-5
• Molecular Formula: C₂₂H₂₄N₂O₃
• Molecular Weight: 364.444
• Mol file: 1616119-33-5.mol

Synonyms:(E)-ethyl 2-(3-(2-methylquinolin-6-yl)acrylamido)cyclohex-1-enecarboxylate

Chemical Property of (E)-ethyl 2-(3-(2-methylquinolin-6-yl)acrylamido)cyclohex-1-enecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-ethyl 2-(3-(2-methylquinolin-6-yl)acrylamido)cyclohex-1-enecarboxylate

There total 4 articles about (E)-ethyl 2-(3-(2-methylquinolin-6-yl)acrylamido)cyclohex-1-enecarboxylate 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: 69.0%

2-methylquinoline-6-carbaldehyde (108166-03-6) + (2-((2-(ethoxycarbonyl)cyclohex-1-en-1-yl)amino)-2-oxoethyl)triphenylphosphonium bromide (1616119-21-1) → (E)-ethyl 2-(3-(2-methylquinolin-6-yl)acrylamido)cyclohex-1-enecarboxylate (1616119-33-5)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2014.05.011

Reference yield:

ethyl 2-(2-bromoacetamido)cyclohex-1-enecarboxylate (1616119-20-0) → (E)-ethyl 2-(3-(2-methylquinolin-6-yl)acrylamido)cyclohex-1-enecarboxylate (1616119-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene / 3 h / Reflux

2: potassium tert-butylate / dimethyl sulfoxide / 2 h / 20 °C

With potassium tert-butylate; In dimethyl sulfoxide; benzene; 2: |Wittig Olefination;

DOI:10.1016/j.bmc.2014.05.011

Reference yield:

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → (E)-ethyl 2-(3-(2-methylquinolin-6-yl)acrylamido)cyclohex-1-enecarboxylate (1616119-33-5)

Guidance literature:

Multi-step reaction with 4 steps

1: ammonia / methanol / 24 h / 20 °C

2: pyridine / tetrahydrofuran / 1.75 h / -5 °C

3: benzene / 3 h / Reflux

4: potassium tert-butylate / dimethyl sulfoxide / 2 h / 20 °C

With pyridine; potassium tert-butylate; ammonia; In tetrahydrofuran; methanol; dimethyl sulfoxide; benzene; 4: |Wittig Olefination;

DOI:10.1016/j.bmc.2014.05.011

upstream raw materials:

ethyl 2-(2-bromoacetamido)cyclohex-1-enecarboxylate

2-methylquinoline-6-carbaldehyde

(2-((2-(ethoxycarbonyl)cyclohex-1-en-1-yl)amino)-2-oxoethyl)triphenylphosphonium bromide

ethyl 2-oxocyclohexane carboxylate

Downstream raw materials:

(E)-2-(3-(2-methylquinolin-6-yl)acrylamido)cyclohex-1-enecarboxylic acid

ethyl 2-(3-(2-methylquinolin-6-yl)propanamido)cyclohex-1-enecarboxylate

2-(3-(2-methylquinolin-6-yl)propanamido)cyclohex-1-enecarboxylic acid