2-(3,4-dihydro-6,7-methylenedioxy-2-naphthyl)-4-hydroxy-3-methoxybenzaldehyde

Base Information

Chemical Name:2-(3,4-dihydro-6,7-methylenedioxy-2-naphthyl)-4-hydroxy-3-methoxybenzaldehyde
CAS No.:1268827-87-7
Molecular Formula:C₁₉H₁₆O₅
Molecular Weight:324.333
Hs Code.:

Synonyms:2-(3,4-dihydro-6,7-methylenedioxy-2-naphthyl)-4-hydroxy-3-methoxybenzaldehyde

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Chemical Property of 2-(3,4-dihydro-6,7-methylenedioxy-2-naphthyl)-4-hydroxy-3-methoxybenzaldehyde

Chemical Property:

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Technology Process of 2-(3,4-dihydro-6,7-methylenedioxy-2-naphthyl)-4-hydroxy-3-methoxybenzaldehyde

There total 8 articles about 2-(3,4-dihydro-6,7-methylenedioxy-2-naphthyl)-4-hydroxy-3-methoxybenzaldehyde 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: 54.0%

: 499218-40-5
4-acetoxy-2-bromo-3-methoxybenzaldehyde

: 1114515-36-4
2-(6,7-methylenedioxy-3,4-diydronaphthyl)boronic acid pinacol ester

: 1268827-87-7
2-(3,4-dihydro-6,7-methylenedioxy-2-naphthyl)-4-hydroxy-3-methoxybenzaldehyde

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In methanol; N,N-dimethyl-formamide; at 80 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2010.11.066

Reference yield:

: 1114515-47-7
3,4-dihydro-6,7-methylenedioxy-2-trifluoromethanesulfonyloxynaphthalene

: 1268827-87-7
2-(3,4-dihydro-6,7-methylenedioxy-2-naphthyl)-4-hydroxy-3-methoxybenzaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 1 h / 80 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / methanol; N,N-dimethyl-formamide / 1 h / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; In methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; 2: Suzuki-Miyaura reaction;
DOI:10.1016/j.tet.2010.11.066

Reference yield:

: 1114515-42-2
1,2-diallyl-4,5-methylenedioxybenzene

: 1268827-87-7
2-(3,4-dihydro-6,7-methylenedioxy-2-naphthyl)-4-hydroxy-3-methoxybenzaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: Grubbs catalyst first generation / dichloromethane / 1 h / 50 °C / Inert atmosphere

2.1: borane-THF / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.2: 1 h / 50 °C

3.1: pyridinium chlorochromate / 1.5 h / 20 °C / Inert atmosphere

4.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

4.2: 4 h / -78 - 20 °C / Inert atmosphere

5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 1 h / 80 °C

6.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / methanol; N,N-dimethyl-formamide / 1 h / 80 °C / Inert atmosphere

With Grubbs catalyst first generation; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; borane-THF; potassium acetate; potassium carbonate; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: olefin metathesis / 6.1: Suzuki-Miyaura reaction;
DOI:10.1016/j.tet.2010.11.066