1-methyl-3-oxo-2-phenyl-5-(tetrahydro-2H-pyran-4-yl)-2,3-dihydro-1H-pyrazole-4-carbaldehyde

Base Information

Chemical Name:1-methyl-3-oxo-2-phenyl-5-(tetrahydro-2H-pyran-4-yl)-2,3-dihydro-1H-pyrazole-4-carbaldehyde
CAS No.:1361236-20-5
Molecular Formula:C₁₆H₁₈N₂O₃
Molecular Weight:286.331
Hs Code.:

Synonyms:1-methyl-3-oxo-2-phenyl-5-(tetrahydro-2H-pyran-4-yl)-2,3-dihydro-1H-pyrazole-4-carbaldehyde

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Chemical Property of 1-methyl-3-oxo-2-phenyl-5-(tetrahydro-2H-pyran-4-yl)-2,3-dihydro-1H-pyrazole-4-carbaldehyde

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Technology Process of 1-methyl-3-oxo-2-phenyl-5-(tetrahydro-2H-pyran-4-yl)-2,3-dihydro-1H-pyrazole-4-carbaldehyde

There total 4 articles about 1-methyl-3-oxo-2-phenyl-5-(tetrahydro-2H-pyran-4-yl)-2,3-dihydro-1H-pyrazole-4-carbaldehyde 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: 81.0%

: 1361236-08-9
1-methyl-2-phenyl-5-(tetrahydro-2H-pyran-4-yl)-1,2-dihydropyrazol-3-one

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 1361236-20-5
1-methyl-3-oxo-2-phenyl-5-(tetrahydro-2H-pyran-4-yl)-2,3-dihydro-1H-pyrazole-4-carbaldehyde

Guidance literature:: N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 0.75h; Inert atmosphere;

1-methyl-2-phenyl-5-(tetrahydro-2H-pyran-4-yl)-1,2-dihydropyrazol-3-one; at 20 ℃; for 48h; Inert atmosphere;
DOI:10.1021/jm201331s

Reference yield:

: 5337-03-1
tetrahydro-2H-pyran-4-carboxylic acid

: 1361236-20-5
1-methyl-3-oxo-2-phenyl-5-(tetrahydro-2H-pyran-4-yl)-2,3-dihydro-1H-pyrazole-4-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: pyridine; acetic acid / water / 0.08 h / Inert atmosphere

2.2: 2 h / 105 °C / Inert atmosphere

3.1: trichlorophosphate / 0.75 h / 0 °C / Inert atmosphere

3.2: 48 h / 20 °C / Inert atmosphere

With pyridine; acetic acid; 1,1'-carbonyldiimidazole; trichlorophosphate; In tetrahydrofuran; water; 2.1: Knorr condensation / 3.1: Vilsmeier-Haack reaction / 3.2: Vilsmeier-Haack reaction;
DOI:10.1021/jm201331s

Reference yield:

: 110238-91-0
tetrahydropyran-4-carboxylic acid methyl ester

: 1361236-20-5
1-methyl-3-oxo-2-phenyl-5-(tetrahydro-2H-pyran-4-yl)-2,3-dihydro-1H-pyrazole-4-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanol / 0.17 h / -10 °C / Inert atmosphere

1.2: 5.33 h / -10 - 20 °C / Inert atmosphere

1.3: pH 2 - 3 / Inert atmosphere

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: pyridine; acetic acid / water / 0.08 h / Inert atmosphere

3.2: 2 h / 105 °C / Inert atmosphere

4.1: trichlorophosphate / 0.75 h / 0 °C / Inert atmosphere

4.2: 48 h / 20 °C / Inert atmosphere

With pyridine; acetic acid; 1,1'-carbonyldiimidazole; trichlorophosphate; In tetrahydrofuran; methanol; water; 3.1: Knorr condensation / 4.1: Vilsmeier-Haack reaction / 4.2: Vilsmeier-Haack reaction;
DOI:10.1021/jm201331s