5-allyl-2-methoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde

Base Information

• Chemical Name: 5-allyl-2-methoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde
• CAS No.: 1220905-38-3
• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.332
• Mol file: 1220905-38-3.mol

Synonyms:5-allyl-2-methoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde

Chemical Property of 5-allyl-2-methoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 5-allyl-2-methoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde

There total 5 articles about 5-allyl-2-methoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde 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: 80.0%

3,4-dihydro-2H-pyran (110-87-2) + 5-allyl-4-hydroxy-2-methoxybenzaldehyde (860241-06-1) → 5-allyl-2-methoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde (1220905-38-3)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane;

DOI:10.1016/j.bmc.2019.01.034

Reference yield:

4-(allyloxy)-2-methoxybenzaldehyde (813414-08-3) → 5-allyl-2-methoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde (1220905-38-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-diethylaniline / 24 h / 200 °C / Inert atmosphere

2: pyridinium p-toluenesulfonate / dichloromethane / 20 °C / Inert atmosphere

With pyridinium p-toluenesulfonate; N,N-diethylaniline; In dichloromethane; 1: |Claisen Rearrangement;

DOI:10.1016/j.bmcl.2014.05.099

Reference yield:

4-(allyloxy)-2-hydroxybenzaldehyde (68287-22-9) → 5-allyl-2-methoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzaldehyde (1220905-38-3)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / acetone / 15 h / 20 °C

2: N,N-diethylaniline / 24 h / 200 °C / Inert atmosphere

3: pyridinium p-toluenesulfonate / dichloromethane / 20 °C / Inert atmosphere

With pyridinium p-toluenesulfonate; potassium carbonate; N,N-diethylaniline; In dichloromethane; acetone; 2: |Claisen Rearrangement;

DOI:10.1016/j.bmcl.2014.05.099

upstream raw materials:

4-(allyloxy)-2-hydroxybenzaldehyde

4-(allyloxy)-2-methoxybenzaldehyde

3,4-dihydro-2H-pyran

5-allyl-4-hydroxy-2-methoxybenzaldehyde

Downstream raw materials:

(Z)-5-(5-allyl-4-((tetrahydro-2H-pyran-2-yl)oxy)-2-methoxybenzylidene)-3-methylthiazolidine-2,4-dione

(Z)-5-(5-allyl-4-((tetrahydro-2H-pyran-2-yl)oxy)-2-methoxybenzylidene)-3-isopropylthiazolidine-2,4-dione

(Z)-5-(5-allyl-2-methoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzylidene)-3-allylthiazolidine-2,4-dione

(Z)-5-(5-allyl-2-methoxy-4-((tetrahydro-2H-pyran-2-yl)oxy)benzylidene)-3-(3-methylbut-2-en-1-yl)thiazolidine-2,4-dione