7-methoxy-3-(4-methoxyphenyl)-3,4-dehydroisocoumarine

Base Information

• Chemical Name: 7-methoxy-3-(4-methoxyphenyl)-3,4-dehydroisocoumarine
• CAS No.: 34696-09-8
• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.312
• Mol file: 34696-09-8.mol

Synonyms:7-methoxy-3-(4-methoxyphenyl)-3,4-dehydroisocoumarine

Chemical Property of 7-methoxy-3-(4-methoxyphenyl)-3,4-dehydroisocoumarine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-methoxy-3-(4-methoxyphenyl)-3,4-dehydroisocoumarine

There total 7 articles about 7-methoxy-3-(4-methoxyphenyl)-3,4-dehydroisocoumarine 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:

5-methoxy-2-trifluoromethanesulfonyloxy benzoic acid methyl ester (345924-12-1) → 7-methoxy-3-(4-methoxyphenyl)-3,4-dehydroisocoumarine (34696-09-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 75 percent / triethylamine; CuI; tetrabutylammonium iodide / Pd(PPh₃)4 / acetonitrile / 4 h / Heating

2.1: 73 percent / I₂ / acetonitrile / 2 h / 20 °C

3.1: 86 percent / formic acid; triethylamine; PPh₃ / Pd(OAc)2 / dimethylformamide / 60 °C

4.1: KOH / ethanol / 3 h / Heating

5.1: NaBH₄ / ethanol / 4 h / Heating

5.2: acetic anhydride / 2 h / Heating

With potassium hydroxide; sodium tetrahydroborate; copper(l) iodide; formic acid; iodine; tetra-(n-butyl)ammonium iodide; triethylamine; triphenylphosphine; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; N,N-dimethyl-formamide; acetonitrile; 1.1: Sonogashira coupling;

DOI:10.1016/j.bmc.2005.07.014

Reference yield:

5-methoxy-2-(4-methoxyphenylethynyl)benzoic acid methyl ester (869284-18-4) → 7-methoxy-3-(4-methoxyphenyl)-3,4-dehydroisocoumarine (34696-09-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 73 percent / I₂ / acetonitrile / 2 h / 20 °C

2.1: 86 percent / formic acid; triethylamine; PPh₃ / Pd(OAc)2 / dimethylformamide / 60 °C

3.1: KOH / ethanol / 3 h / Heating

4.1: NaBH₄ / ethanol / 4 h / Heating

4.2: acetic anhydride / 2 h / Heating

With potassium hydroxide; sodium tetrahydroborate; formic acid; iodine; triethylamine; triphenylphosphine; palladium diacetate; In ethanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmc.2005.07.014

Reference yield:

4-iodo-7-methoxy-3-(4-methoxyphenyl)isocoumarine (869284-19-5) → 7-methoxy-3-(4-methoxyphenyl)-3,4-dehydroisocoumarine (34696-09-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 86 percent / formic acid; triethylamine; PPh₃ / Pd(OAc)2 / dimethylformamide / 60 °C

2.1: KOH / ethanol / 3 h / Heating

3.1: NaBH₄ / ethanol / 4 h / Heating

3.2: acetic anhydride / 2 h / Heating

With potassium hydroxide; sodium tetrahydroborate; formic acid; triethylamine; triphenylphosphine; palladium diacetate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.07.014

upstream raw materials:

5-Methoxy-2-<4-methoxy-phenacyl>-benzoesaeure

5-methoxy-2-trifluoromethanesulfonyloxy benzoic acid methyl ester

5-methoxy-2-(4-methoxyphenylethynyl)benzoic acid methyl ester

4-iodo-7-methoxy-3-(4-methoxyphenyl)isocoumarine

Downstream raw materials:

7-hydroxy-3-(4-hydroxy-phenyl)-isochroman-1-one