2-(4-METHOXYPHENYL)-TETRAHYDROFURAN-3-CARBOXALDEHYDE

Base Information

• Chemical Name: 2-(4-METHOXYPHENYL)-TETRAHYDROFURAN-3-CARBOXALDEHYDE
• CAS No.: 75370-67-1
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.241
• Mol file: 75370-67-1.mol

Synonyms:2-(4-METHOXYPHENYL)-TETRAHYDROFURAN-3-CARBOXALDEHYDE

Chemical Property of 2-(4-METHOXYPHENYL)-TETRAHYDROFURAN-3-CARBOXALDEHYDE

Chemical Property:

• PSA: 35.53000
• LogP: 1.97170

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-METHOXYPHENYL)-TETRAHYDROFURAN-3-CARBOXALDEHYDE

There total 5 articles about 2-(4-METHOXYPHENYL)-TETRAHYDROFURAN-3-CARBOXALDEHYDE 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:

2-(4-Methoxyphenyl)-4,5-dihydro-1,3-dioxepin (74076-65-6) → p-Methoxyphenyl-2-formyl-3-tetrahydrofuran (75370-67-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.joc.0c00390

Reference yield:

2-(4-methoxyphenyl)-4,7-dihydro-1,3-dioxepine (74076-63-4) → p-Methoxyphenyl-2-formyl-3-tetrahydrofuran (75370-67-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tris(triphenylphosphine)ruthenium(II) chloride; sodium tetrahydroborate / methanol / 3 h / 70 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

With sodium tetrahydroborate; tris(triphenylphosphine)ruthenium(II) chloride; boron trifluoride diethyl etherate; In methanol; dichloromethane;

DOI:10.1021/acs.joc.0c00390

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → p-Methoxyphenyl-2-formyl-3-tetrahydrofuran (75370-67-1)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / tetrahydrofuran / 24 h / 23 °C / Inert atmosphere; Molecular sieve

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / Inert atmosphere; Reflux

3: tris(triphenylphosphine)ruthenium(II) chloride; sodium tetrahydroborate / methanol / 3 h / 70 °C / Inert atmosphere

4: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium tetrahydroborate; tris(triphenylphosphine)ruthenium(II) chloride; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/acs.joc.0c00390

upstream raw materials:

2-(4-methoxyphenyl)-4,7-dihydro-1,3-dioxepine

2-(4-Methoxyphenyl)-4,5-dihydro-1,3-dioxepin

4-methoxy-benzaldehyde

Refernces