1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-pyrazol-3-yl)-phenyl]ethanone

Base Information

Chemical Name:1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-pyrazol-3-yl)-phenyl]ethanone
CAS No.:1424351-63-2
Molecular Formula:C₁₄H₁₆N₂O₄
Molecular Weight:276.292
Hs Code.:

Synonyms:1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-pyrazol-3-yl)-phenyl]ethanone

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Chemical Property of 1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-pyrazol-3-yl)-phenyl]ethanone

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Technology Process of 1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-pyrazol-3-yl)-phenyl]ethanone

There total 6 articles about 1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-pyrazol-3-yl)-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: 95.0%

: 1421615-10-2
1-methyl-5-(2,4,6-trimethoxy-phenyl)-1H-pyrazole

: 108-24-7
acetic anhydride

: 1424351-63-2
1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-pyrazol-3-yl)-phenyl]ethanone

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere; Cooling with ice;
DOI:10.1016/j.bmcl.2012.12.094

Reference yield:

: 621-23-8
1,2,3-trimethoxybenzene

: 1424351-63-2
1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-pyrazol-3-yl)-phenyl]ethanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: aluminum (III) chloride / diethyl ether / 0 - 20 °C / Inert atmosphere

2.1: potassium carbonate / acetone / 12 h / Reflux

3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

3.2: 1 h / Inert atmosphere

4.1: hydrazine hydrate / 0.5 h / 20 °C

5.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

6.1: boron trifluoride diethyl etherate / dichloromethane / 24 h / 20 °C / Inert atmosphere; Cooling with ice

With aluminum (III) chloride; boron trifluoride diethyl etherate; sodium hydride; potassium carbonate; hydrazine hydrate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; mineral oil; 1.1: |Friedel-Crafts Acylation / 6.1: |Friedel-Crafts Acylation;
DOI:10.1016/j.bmcl.2012.12.094

Reference yield:

: 832-58-6
1-(2,4,6-trimethoxyphenyl)ethanone

: 1424351-63-2
1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-pyrazol-3-yl)-phenyl]ethanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: hydrazine hydrate / 0.5 h / 20 °C

3.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate / dichloromethane / 24 h / 20 °C / Inert atmosphere; Cooling with ice

With boron trifluoride diethyl etherate; sodium hydride; hydrazine hydrate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil; 4.1: |Friedel-Crafts Acylation;
DOI:10.1016/j.bmcl.2012.12.094