C₁₃H₁₆O₄

Base Information

• Chemical Name: C₁₃H₁₆O₄
• CAS No.: 1562809-94-2
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.268
• Mol file: 1562809-94-2.mol

Synonyms:

Chemical Property of C₁₃H₁₆O₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₃H₁₆O₄

There total 1 articles about C₁₃H₁₆O₄ 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:

O-methylresorcine (150-19-6) + 4-bromo-2-methyl-but-2-enoic acid methyl ester (99968-60-2) → C13H16O4 (1562809-94-2)

Guidance literature:

With potassium carbonate; In acetone; Inert atmosphere;

DOI:10.1021/jo500040b

Reference yield:

C13H16O4 (1562809-94-2) → (S)-(2Z,4E)-2-benzylidene-6-(3″-methoxyphenoxy)-4-methyl-1-(2′-oxo-4′-phenyloxazolidin-3′-yl)-hex-4-ene-1,3-dione (1589071-11-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hydroxide; water / tetrahydrofuran / Inert atmosphere

2.1: oxalyl dichloride; N,N-dimethyl-formamide / Inert atmosphere

3.1: tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

3.2: 18 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; water; tri-n-butyl-tin hydride; N,N-dimethyl-formamide; lithium hydroxide; In tetrahydrofuran;

DOI:10.1021/jo500040b

Reference yield:

C13H16O4 (1562809-94-2) → (2R,3S,3aS,9bR)-7-methoxy-9b-methyl-1-oxo-3-phenyl-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromene-2-carboxylic acid methyl ester (1589071-03-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium hydroxide; water / tetrahydrofuran / Inert atmosphere

2.1: oxalyl dichloride; N,N-dimethyl-formamide / Inert atmosphere

3.1: tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

3.2: 18 h / 20 °C / Inert atmosphere

4.1: copper(II) bis(trifluoromethanesulfonate) / dichloromethane / 30 h / 0 - 20 °C / Inert atmosphere

5.1: sulfuric acid / toluene / 120 h / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; sulfuric acid; water; tri-n-butyl-tin hydride; copper(II) bis(trifluoromethanesulfonate); N,N-dimethyl-formamide; lithium hydroxide; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/jo500040b

upstream raw materials:

O-methylresorcine

4-bromo-2-methyl-but-2-enoic acid methyl ester

Downstream raw materials:

(S)-(2Z,4E)-2-benzylidene-6-(3″-methoxyphenoxy)-4-methyl-1-(2′-oxo-4′-phenyloxazolidin-3′-yl)-hex-4-ene-1,3-dione

(2R,3S,3aS,9bR)-7-methoxy-9b-methyl-1-oxo-3-phenyl-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromene-2-carboxylic acid methyl ester

(E)-4-(3'-methoxyphenoxy)-2-methyl-2-butenoyl chloride

C₁₂H₁₄O₄