4-(3-chloro-5-(cyclopropylmethoxy)-4-ethoxybenzamido)-2-methylbenzoic acid

Base Information

• Chemical Name: 4-(3-chloro-5-(cyclopropylmethoxy)-4-ethoxybenzamido)-2-methylbenzoic acid
• CAS No.: 1272527-76-0
• Molecular Formula: C₂₁H₂₂ClNO₅
• Molecular Weight: 403.862
• Mol file: 1272527-76-0.mol

Synonyms:4-(3-chloro-5-(cyclopropylmethoxy)-4-ethoxybenzamido)-2-methylbenzoic acid

Chemical Property of 4-(3-chloro-5-(cyclopropylmethoxy)-4-ethoxybenzamido)-2-methylbenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3-chloro-5-(cyclopropylmethoxy)-4-ethoxybenzamido)-2-methylbenzoic acid

There total 5 articles about 4-(3-chloro-5-(cyclopropylmethoxy)-4-ethoxybenzamido)-2-methylbenzoic acid 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:

C22H24ClNO5 → 4-(3-chloro-5-(cyclopropylmethoxy)-4-ethoxybenzamido)-2-methylbenzoic acid (1272527-76-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; at 40 ℃; for 19h;

DOI:10.1016/j.bmc.2017.12.015

Reference yield:

3-chloro-4,5-dihydroxybenzoic acid (87932-49-8) → 4-(3-chloro-5-(cyclopropylmethoxy)-4-ethoxybenzamido)-2-methylbenzoic acid (1272527-76-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: chloro-trimethyl-silane / 16 h / 50 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.08 h

2.2: 0.75 h / 60 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 0.08 h / 25 °C

3.2: 2 h / 25 °C

4.1: acetic acid; palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 25 °C / 760.05 Torr

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 60 °C

5.2: 19 h / 60 °C

6.1: lithium hydroxide / water; tetrahydrofuran; methanol / 17 h / 25 - 40 °C

7.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine / ethyl acetate / 20 h / 25 - 60 °C

8.1: lithium hydroxide / tetrahydrofuran; methanol / 19 h / 40 °C

With lithium hydroxide; chloro-trimethyl-silane; palladium 10% on activated carbon; hydrogen; potassium carbonate; acetic acid; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2017.12.015

Reference yield:

methyl 4-(benzyloxy)-3-chloro-5-hydroxybenzoate (1272528-36-5) → 4-(3-chloro-5-(cyclopropylmethoxy)-4-ethoxybenzamido)-2-methylbenzoic acid (1272527-76-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.08 h / 25 °C

1.2: 2 h / 25 °C

2.1: acetic acid; palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 25 °C / 760.05 Torr

3.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 60 °C

3.2: 19 h / 60 °C

4.1: lithium hydroxide / water; tetrahydrofuran; methanol / 17 h / 25 - 40 °C

5.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine / ethyl acetate / 20 h / 25 - 60 °C

6.1: lithium hydroxide / tetrahydrofuran; methanol / 19 h / 40 °C

With lithium hydroxide; palladium 10% on activated carbon; hydrogen; potassium carbonate; acetic acid; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2017.12.015

upstream raw materials:

3-chloro-4,5-dihydroxybenzoic acid

methyl 4-(benzyloxy)-3-chloro-5-hydroxybenzoate

methyl 3,4-dihydroxy-5-chlorobenzoate

3-chloro-4-hydroxy-5-methoxybenzoic acid