2-(3,4-dimethoxyphenyl)-3-hydroxy-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)propan-1-one

Base Information

Chemical Name:2-(3,4-dimethoxyphenyl)-3-hydroxy-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)propan-1-one
CAS No.:1415550-52-5
Molecular Formula:C₂₂H₂₄O₆
Molecular Weight:384.429
Hs Code.:

Synonyms:2-(3,4-dimethoxyphenyl)-3-hydroxy-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)propan-1-one

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Chemical Property of 2-(3,4-dimethoxyphenyl)-3-hydroxy-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)propan-1-one

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Technology Process of 2-(3,4-dimethoxyphenyl)-3-hydroxy-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)propan-1-one

There total 15 articles about 2-(3,4-dimethoxyphenyl)-3-hydroxy-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)propan-1-one 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: 75.0%

: 1386350-85-1
2-(3,4-dimethoxyphenyl)-1-(5-methoxy-2,2-dimethyl-2H-chromen-6-yl)-3-(4-methoxybenzyloxy)propan-1-one

: 1415550-52-5
2-(3,4-dimethoxyphenyl)-3-hydroxy-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)propan-1-one

Guidance literature:: With boron trichloride; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/jm301488q

Reference yield:

: 108-46-3
recorcinol

: 1415550-52-5
2-(3,4-dimethoxyphenyl)-3-hydroxy-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)propan-1-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: acetic acid; nitric acid / chloroform / 1 h

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic anhydride / acetonitrile / 1.17 h / 0 °C

2.2: 0 °C

3.1: N,N-diethylaniline / 130 °C

4.1: potassium carbonate / acetone / 55 - 60 °C

5.1: tin(II) chloride dihdyrate / ethanol / 1 h / Reflux

6.1: hydrogen bromide / water / 0.17 h / 0 °C

6.2: 65 °C

7.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

7.2: 0.5 h / -78 - 20 °C

8.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C

9.1: boron trichloride / dichloromethane / 1 h / -78 °C

With n-butyllithium; tin(II) chloride dihdyrate; hydrogen bromide; nitric acid; boron trichloride; potassium carbonate; Dess-Martin periodane; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N,N-diethylaniline; trifluoroacetic anhydride; In tetrahydrofuran; ethanol; hexane; dichloromethane; chloroform; water; acetone; acetonitrile;
DOI:10.1021/jm301488q

Reference yield:

: 1386351-30-9
6-bromo-5-methoxy-2,2-dimethyl-2H-chromene

: 1415550-52-5
2-(3,4-dimethoxyphenyl)-3-hydroxy-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)propan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: 0.5 h / -78 - 20 °C

2.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C

3.1: boron trichloride / dichloromethane / 1 h / -78 °C

With n-butyllithium; boron trichloride; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jm301488q