[4-(3-fluoro-phenylcarbamoyl)-naphthalen-1-yloxy]-acetic acid methyl ester

Base Information

• Chemical Name: [4-(3-fluoro-phenylcarbamoyl)-naphthalen-1-yloxy]-acetic acid methyl ester
• CAS No.: 745821-85-6
• Molecular Formula: C₂₀H₁₆FNO₄
• Molecular Weight: 353.35
• Mol file: 745821-85-6.mol

Synonyms:[4-(3-fluoro-phenylcarbamoyl)-naphthalen-1-yloxy]-acetic acid methyl ester

Chemical Property of [4-(3-fluoro-phenylcarbamoyl)-naphthalen-1-yloxy]-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [4-(3-fluoro-phenylcarbamoyl)-naphthalen-1-yloxy]-acetic acid methyl ester

There total 5 articles about [4-(3-fluoro-phenylcarbamoyl)-naphthalen-1-yloxy]-acetic acid methyl ester 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: 100.0%

bromoacetic acid methyl ester (96-32-2) + 4-hydroxy-naphthalene-1-carboxylic acid (3-fluoro-phenyl)-amide → [4-(3-fluoro-phenylcarbamoyl)-naphthalen-1-yloxy]-acetic acid methyl ester (745821-85-6)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; for 1h; Heating;

DOI:10.1016/j.bmcl.2004.05.068

Reference yield:

4-methoxy-1-naphthaldehyde (15971-29-6) → [4-(3-fluoro-phenylcarbamoyl)-naphthalen-1-yloxy]-acetic acid methyl ester (745821-85-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 24 h / 20 °C

2: SOCl₂ / CH₂Cl₂ / 6 h / 50 °C

3: DIEA / tetrahydrofuran / 0.5 h / Heating

4: 93 percent / AlCl₃; EtSH / CH₂Cl₂ / 2 h / 0 - 20 °C

5: 100 percent / K₂CO₃ / tetrahydrofuran / 1 h / Heating

With sodium chlorite; sodium dihydrogenphosphate; aluminium trichloride; thionyl chloride; 2-methyl-but-2-ene; potassium carbonate; N-ethyl-N,N-diisopropylamine; ethanethiol; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;

DOI:10.1016/j.bmcl.2004.05.068

Reference yield:

4-methoxy-1-naphthoic acid (13041-62-8) → [4-(3-fluoro-phenylcarbamoyl)-naphthalen-1-yloxy]-acetic acid methyl ester (745821-85-6)

Guidance literature:

Multi-step reaction with 4 steps

1: SOCl₂ / CH₂Cl₂ / 6 h / 50 °C

2: DIEA / tetrahydrofuran / 0.5 h / Heating

3: 93 percent / AlCl₃; EtSH / CH₂Cl₂ / 2 h / 0 - 20 °C

4: 100 percent / K₂CO₃ / tetrahydrofuran / 1 h / Heating

With aluminium trichloride; thionyl chloride; potassium carbonate; N-ethyl-N,N-diisopropylamine; ethanethiol; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2004.05.068

upstream raw materials:

bromoacetic acid methyl ester

4-methoxy-1-naphthaldehyde

4-methoxy-1-naphthoic acid

4-methoxy-1-naphthoic acid chloride