2-[(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-methoxy-methyl]-3-methoxy-benzaldehyde

Base Information

Chemical Name:2-[(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-methoxy-methyl]-3-methoxy-benzaldehyde
CAS No.:808750-35-8
Molecular Formula:C₂₂H₂₅BrO₆
Molecular Weight:465.341
Hs Code.:

2-[(7-bromo-6-methoxy-2,2,5-trimethyl-4<i>H</i>-benzo[1,3]dioxin-8-yl)-methoxy-methyl]-3-methoxy-benzaldehyde

Synonyms:2-[(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-methoxy-methyl]-3-methoxy-benzaldehyde

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Chemical Property of 2-[(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-methoxy-methyl]-3-methoxy-benzaldehyde

Chemical Property:

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Technology Process of 2-[(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-methoxy-methyl]-3-methoxy-benzaldehyde

There total 14 articles about 2-[(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-methoxy-methyl]-3-methoxy-benzaldehyde 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: 81.0%

: 808750-34-7
(1'RS)-7-bromo-8-{[7'-(1'',3'')dioxan-2''-yl-3'-methoxyphenyl]-1'-methoxymethyl}-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxine

: 808750-35-8
2-[(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-methoxy-methyl]-3-methoxy-benzaldehyde

Guidance literature:: With pyridinium p-toluenesulfonate; In acetone; for 3h;
DOI:10.1002/chem.200400342

Reference yield:

: 808750-23-4
3-bromo-4-methoxy-5-methylphenol

: 808750-35-8
2-[(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-methoxy-methyl]-3-methoxy-benzaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: 69 percent / aq. CaO / 120 h / 20 °C

2.1: p-TsOH / 18 h / 20 °C

2.2: 420 mg / ClCOCOCl; DMSO; Et₃N / CH₂Cl₂ / 2.08 h / -78 - 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

3.2: 74 percent / tetrahydrofuran / 0.58 h / -78 °C

4.1: KH / tetrahydrofuran / 0.67 h / 0 °C

4.2: 91 percent / tetrahydrofuran / 2 h / 20 °C

5.1: 81 percent / aq. pyridinium p-toluenesulfonate / acetone / 3 h

With n-butyllithium; pyridinium p-toluenesulfonate; potassium hydride; toluene-4-sulfonic acid; calcium oxide; In tetrahydrofuran; hexane; acetone;
DOI:10.1002/chem.200400342

Reference yield:

: formic acid 3-bromo-4-methoxy-5-methyl-phenyl ester

: 808750-35-8
2-[(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-methoxy-methyl]-3-methoxy-benzaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1.68 g / K₂CO₃ / methanol / 0.25 h / 20 °C

2.1: 69 percent / aq. CaO / 120 h / 20 °C

3.1: p-TsOH / 18 h / 20 °C

3.2: 420 mg / ClCOCOCl; DMSO; Et₃N / CH₂Cl₂ / 2.08 h / -78 - 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

4.2: 74 percent / tetrahydrofuran / 0.58 h / -78 °C

5.1: KH / tetrahydrofuran / 0.67 h / 0 °C

5.2: 91 percent / tetrahydrofuran / 2 h / 20 °C

6.1: 81 percent / aq. pyridinium p-toluenesulfonate / acetone / 3 h

With n-butyllithium; pyridinium p-toluenesulfonate; potassium hydride; potassium carbonate; toluene-4-sulfonic acid; calcium oxide; In tetrahydrofuran; methanol; hexane; acetone;
DOI:10.1002/chem.200400342