1-[2-hydroxy-3-methyl-4-[(tetrahydro-2H-pyran-2-yl)oxy]]phenyl ethanone

Base Information

• Chemical Name: 1-[2-hydroxy-3-methyl-4-[(tetrahydro-2H-pyran-2-yl)oxy]]phenyl ethanone
• CAS No.: 200726-78-9
• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.295
• Mol file: 200726-78-9.mol

Synonyms:1-[2-hydroxy-3-methyl-4-[(tetrahydro-2H-pyran-2-yl)oxy]]phenyl ethanone

Chemical Property of 1-[2-hydroxy-3-methyl-4-[(tetrahydro-2H-pyran-2-yl)oxy]]phenyl ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[2-hydroxy-3-methyl-4-[(tetrahydro-2H-pyran-2-yl)oxy]]phenyl ethanone

There total 1 articles about 1-[2-hydroxy-3-methyl-4-[(tetrahydro-2H-pyran-2-yl)oxy]]phenyl ethanone 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: 83.0%

3,4-dihydro-2H-pyran (110-87-2) + 1-(2,4-dihydroxy-3-methylphenyl)ethanone (10139-84-1) → 1-[2-hydroxy-3-methyl-4-[(tetrahydro-2H-pyran-2-yl)oxy]]phenyl ethanone (200726-78-9)

Guidance literature:

With toluene-4-sulfonic acid; In diethyl ether; Ambient temperature;

DOI:10.1016/S0960-894X(99)00329-7

Reference yield:

1-[2-hydroxy-3-methyl-4-[(tetrahydro-2H-pyran-2-yl)oxy]]phenyl ethanone (200726-78-9) → 5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester (245729-77-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / NaH / toluene / Heating

2: 55 percent / dimethylformamide / 65 °C

3: 90 percent / HCl / methanol; CH₂Cl₂ / Ambient temperature

4: 54 percent / PPh₃, EtO₂CN=NCO₂Et / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; sodium hydride; triphenylphosphine; diethylazodicarboxylate; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0960-894X(99)00329-7

Reference yield:

1-[2-hydroxy-3-methyl-4-[(tetrahydro-2H-pyran-2-yl)oxy]]phenyl ethanone (200726-78-9) → 5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-3-methoxy-2,2-dimethyl-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester (245729-78-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 91 percent / NaH / toluene / Heating

2: 55 percent / dimethylformamide / 65 °C

3: 90 percent / HCl / methanol; CH₂Cl₂ / Ambient temperature

4: 54 percent / PPh₃, EtO₂CN=NCO₂Et / CH₂Cl₂ / Ambient temperature

5: 98 percent / TosOH / diethyl ether / Ambient temperature

With hydrogenchloride; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0960-894X(99)00329-7

upstream raw materials:

3,4-dihydro-2H-pyran

1-(2,4-dihydroxy-3-methylphenyl)ethanone

Downstream raw materials:

4-(diphenylmethoxy)-7-hydroxy-8-methyl-2H-1-benzopyran-2-one

4-benzhydryloxy-8-methyl-7-(tetrahydro-pyran-2-yloxy)-chromen-2-one

5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester

5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-3-methoxy-2,2-dimethyl-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester