(5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-7-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone

Base Information

Chemical Name:(5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-7-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone
CAS No.:1435269-67-2
Molecular Formula:C₂₂H₂₆O₇
Molecular Weight:402.444
Hs Code.:

Synonyms:(5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-7-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone

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Chemical Property of (5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-7-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone

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Technology Process of (5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-7-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone

There total 4 articles about (5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-7-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone 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:

: 67015-34-3
5,6-dimethoxy-2,2-dimethyl-2H-benzopyran

: 14382-86-6
2-benzyloxy-4,5-dimethoxy-benzaldehyde

: 1435269-67-2
(5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-7-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone

: 1435269-76-3
(5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-8-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone

Guidance literature:: 5,6-dimethoxy-2,2-dimethyl-2H-benzopyran; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

2-benzyloxy-4,5-dimethoxy-benzaldehyde; In tetrahydrofuran; at 0 - 20 ℃; for 7.5h; Overall yield = 380 mg; Further stages;
DOI:10.1016/j.bmc.2013.03.079

Reference yield:

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 1435269-67-2
(5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-7-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone

: 1435269-76-3
(5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-8-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: calcium hydroxide / methanol / 48 h / 20 °C

2.1: potassium carbonate / acetone / 20 h / 20 °C / Inert atmosphere

3.1: dihydrogen peroxide; potassium hydrogensulfate / methanol; water / 8 h / 20 °C

4.1: potassium carbonate / acetone / 20 h / Inert atmosphere; Reflux

5.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

5.2: 7.5 h / 0 - 20 °C

With potassium hydrogensulfate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; dihydrogen peroxide; potassium carbonate; calcium hydroxide; In tetrahydrofuran; methanol; water; acetone;
DOI:10.1016/j.bmc.2013.03.079

Reference yield:

: 107-86-8
3,3-dimethyl acrylaldehyde

: 1435269-67-2
(5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-7-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone

: 1435269-76-3
(5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-8-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: calcium hydroxide / methanol / 48 h / 20 °C

2.1: potassium carbonate / acetone / 20 h / 20 °C / Inert atmosphere

3.1: dihydrogen peroxide; potassium hydrogensulfate / methanol; water / 8 h / 20 °C

4.1: potassium carbonate / acetone / 20 h / Inert atmosphere; Reflux

5.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

5.2: 7.5 h / 0 - 20 °C

With potassium hydrogensulfate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; dihydrogen peroxide; potassium carbonate; calcium hydroxide; In tetrahydrofuran; methanol; water; acetone;
DOI:10.1016/j.bmc.2013.03.079