2-[4,6-dihydroxy-3-(γ,γ-dimethylallyl)-2-methoxyphenyl]-6-hydroxy-3-methyl-benzofuran

Base Information

Chemical Name:2-[4,6-dihydroxy-3-(γ,γ-dimethylallyl)-2-methoxyphenyl]-6-hydroxy-3-methyl-benzofuran
CAS No.:1253641-15-4
Molecular Formula:C₂₁H₂₂O₅
Molecular Weight:354.403
Hs Code.:

Synonyms:2-[4,6-dihydroxy-3-(γ,γ-dimethylallyl)-2-methoxyphenyl]-6-hydroxy-3-methyl-benzofuran

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Chemical Property of 2-[4,6-dihydroxy-3-(γ,γ-dimethylallyl)-2-methoxyphenyl]-6-hydroxy-3-methyl-benzofuran

Chemical Property:

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Technology Process of 2-[4,6-dihydroxy-3-(γ,γ-dimethylallyl)-2-methoxyphenyl]-6-hydroxy-3-methyl-benzofuran

There total 11 articles about 2-[4,6-dihydroxy-3-(γ,γ-dimethylallyl)-2-methoxyphenyl]-6-hydroxy-3-methyl-benzofuran 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%

: 2-(2-methoxy-4,6-bis(methoxymethoxy)-3-(3-methylbut-2-en-1-yl)phenyl)-6-(methoxymethoxy)-3-methylbenzofuran

: 1253641-15-4
2-[4,6-dihydroxy-3-(γ,γ-dimethylallyl)-2-methoxyphenyl]-6-hydroxy-3-methyl-benzofuran

Guidance literature:: With camphor sulfonic acid; In methanol; at 20 ℃; for 72h;
DOI:10.1021/acs.joc.7b02066

Reference yield:

: 59434-20-7
1,3,5-tri-O-benzylphloroglucinol

: 1253641-15-4
2-[4,6-dihydroxy-3-(γ,γ-dimethylallyl)-2-methoxyphenyl]-6-hydroxy-3-methyl-benzofuran

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydride; ethanethiol / N,N-dimethyl-formamide / 3 h / 160 °C

2.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 4.25 h / 0 - 20 °C / Inert atmosphere

3.1: silica gel / neat (no solvent) / 4 h / 140 °C

4.1: sodium hydride / tetrahydrofuran; paraffin oil / 1 h / 0 - 20 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / methanol / 8 h

6.1: sodium hydride / paraffin oil; N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere

6.2: 6.5 h / 0 - 20 °C / Inert atmosphere

7.1: N-Bromosuccinimide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

8.1: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 9 h / 90 °C / Inert atmosphere

9.1: camphor sulfonic acid / methanol / 72 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; camphor sulfonic acid; hydrogen; silica gel; sodium hydride; caesium carbonate; triphenylphosphine; ethanethiol; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; paraffin oil; 2.1: |Mitsunobu Displacement / 8.1: |Suzuki Coupling;
DOI:10.1021/acs.joc.7b02066

Reference yield:

: 98314-70-6
2-(2-acetyl-5-(benzyloxy) phenoxy)acetic acid ethyl ester

: 1253641-15-4
2-[4,6-dihydroxy-3-(γ,γ-dimethylallyl)-2-methoxyphenyl]-6-hydroxy-3-methyl-benzofuran

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium carbonate / water / 3 h / Reflux

1.2: 3 h / 160 °C

2.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 4.25 h / 0 - 20 °C / Inert atmosphere

3.1: silica gel / neat (no solvent) / 4 h / 140 °C

4.1: sodium hydride / tetrahydrofuran; paraffin oil / 1 h / 0 - 20 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / methanol / 8 h

6.1: sodium hydride / paraffin oil; N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere

6.2: 6.5 h / 0 - 20 °C / Inert atmosphere

7.1: N-Bromosuccinimide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

8.1: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 9 h / 90 °C / Inert atmosphere

9.1: camphor sulfonic acid / methanol / 72 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; camphor sulfonic acid; hydrogen; silica gel; sodium hydride; potassium carbonate; caesium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; paraffin oil; 2.1: |Mitsunobu Displacement / 8.1: |Suzuki Coupling;
DOI:10.1021/acs.joc.7b02066